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Chemical Structure| 57090-45-6 Chemical Structure| 57090-45-6

Structure of 57090-45-6

Chemical Structure| 57090-45-6

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Product Details of [ 57090-45-6 ]

CAS No. :57090-45-6
Formula : C3H7ClO2
M.W : 110.54
SMILES Code : OC[C@@H](O)CCl
MDL No. :MFCD00135169
InChI Key :SSZWWUDQMAHNAQ-VKHMYHEASA-N
Pubchem ID :148793

Safety of [ 57090-45-6 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H300-H311-H332-H315-H318-H361
Precautionary Statements:P261-P270-P202-P201-P271-P264-P280-P308+P313-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P312-P305+P351+P338+P310-P405-P501
Class:8(6.1)
UN#:2922
Packing Group:

Computational Chemistry of [ 57090-45-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 6
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 2
Num. H-bond acceptors 2.0
Num. H-bond donors 2.0
Molar Refractivity 23.65
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

40.46 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

0.93
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

-0.49
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

-0.42
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

-0.18
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

0.16
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.0

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-0.08
Solubility 91.0 mg/ml ; 0.823 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Very soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

0.11
Solubility 142.0 mg/ml ; 1.28 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Highly soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-0.14
Solubility 79.7 mg/ml ; 0.721 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

No
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-7.32 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

1.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.32

Application In Synthesis of [ 57090-45-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 57090-45-6 ]

[ 57090-45-6 ] Synthesis Path-Downstream   1~16

  • 1
  • barium D-3-chloropropane-1,2-diol-1-phosphate [ No CAS ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
  • 2
  • [ 96-24-2 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
  • D-3-chloropropane-1,2-diol-1-phosphate [ No CAS ]
  • 3
  • [ 869-50-1 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
  • 4
  • [ 78692-88-3 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
  • 6
  • [ 96-24-2 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
  • 7
  • [ 106-89-8 ]
  • [ 67843-74-7 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
YieldReaction ConditionsOperation in experiment
26% With Aspergillus niger epoxide hydrolases immobilized onto modified Eupergit C; In aq. phosphate buffer; dimethyl sulfoxide; at 25℃; for 3h;pH 6.5;Enzymatic reaction;Kinetics; General procedure: Asymmetric hydrolysis of (R/S)-SO, (R/S)-PO and (R/S)-ECH were examined in a batch type reactor (1.1 cm × 5 cm). To 1.5 mL of 100 mM phosphate buffer (pH = 7.0 for the free and EHIL; pH = 6.5 for EHIF and EHIE), 100 L of the free EH solution (1 mg mL-1) or 30 mg of each immobilized EH was loaded and the mixture kept at 25 C for 2 min. The reaction was initiated by the addition 0.4 mL of each racemic epoxide solution (0.5 M in DMSO). A hundred microliters of aliquots withdrawn at different time intervals (15, 30,60, 90, 120, 180 and 240 min) were mixed with 400 L of diethylether and analyzed by a Shodex ORpak CDC-453 HQ chiral HPLC column (4.6 mm × 150 mm) according to Yildirim et al. [23]. The enantiomers of styrene oxide and their vicinal diols were detected at 220 nm. The enantiomers of propylene oxide, epichlorohydrin and their vicinal diols were detected using a refractive index detector (Shimadzu RID-10A). The optical configurations of remaining epoxides and formed diols were identified by comparing the retention time of these compounds with their optically active standard forms. The enantiomeric excess (ee) values of formed vicinal diol and remaining epoxide were calculated from the equations: eeepoxide=([S-R]epoxide)/([S+R]epoxide) and eediol=([R-S]diol)/([R+S]diol) The enantiomeric ratio values (E) of free and immobilized EHs were calculated from the equation proposed by Chen et al. [27]. E=(Vmax(R)/Km(R))/(Vmax(S)/Km(S)) where Vmax(R) and Km(R) values are maximum velocity and Michealis-Menten constant of free and immobilized EH preparations toward (R)-enantiomer of epoxide and Vmax(S) and Km(S) are corresponding values toward (S)-enantiomer of epoxide.
  • 9
  • [ 616-23-9 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
  • (S)-1,3-dichloro-1-propanol [ No CAS ]
  • [ 106-89-8 ]
  • 12
  • [ 57090-45-6 ]
  • [ 6280-96-2 ]
  • (R)-3-(2-propoxyphenoxy)-propane-1,2-diol [ No CAS ]
  • 14
  • [ 24423-98-1 ]
  • [ 57090-45-6 ]
  • [ 60827-45-4 ]
YieldReaction ConditionsOperation in experiment
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With potassium dihydrogenphosphate; D-glucose; In water; at 30℃; for 24h;pH 5.5;Aqueous phophate buffer; Microbiological reaction; (Example 1) A liquid medium (pH 7.0) containing 4% of glucose, 0.3% of yeast extract, 1.3% of KH2PO4, 0.7% of (NH4)2HPO4, 0.01% of NaCl, 0.08% of MgSO4·7H2O, 0.006% of ZnSO4·7H2O, 0.009% of FeSO4·7H2O, 0.0005% of CuSO4·5H2O, and 0.001% of MnSO4·4-5H2O was prepared, and 5 ml of the liquid medium was injected into each of large test tubes and then sterilized with steam at 120C for 20 minutes. Then, one platinum loop of the microorganisms of each of the genera shown in Table 1 and 2 was inoculated into the liquid medium, and cultured with shaking at 30C for 2 to 3 days. Cells were collected from each of the culture broths by centrifugation, washed with water and then suspended in 1 ml of a 0.1M phosphate buffer (pH 5.5). Then, 0.5 ml of the cell suspension was mixed with 0.5 ml of a 0.1M KH2PO4 aqueous solution containing 5 mg of 1-chloro-3-hydroxyacetone and 20 mg of glucose, and the resultant mixture was placed in a test tube with a stopper and shaken at 30C for 24 hours. After completion of reaction, a saturated amount of ammonium sulfate was added to the reaction solution, and extraction was performed with an equivalent volume of ethyl acetate.
With D-glucose; NAD; In water; at 30℃; for 2h;Microbiological reaction; 5(Example 13) Method for synthesizing (S)-3-chloro1,2-propanediol[0091] Recombinant Escherichia coli HB101 (pNTCRG) Accession No. FERM BP-6898 were inoculated into 50 mlof sterilized 23YT medium (16 g of tryptone, 10 g of yeast extract, 5 g of sodium chloride, and 1L of water, pH 7.0before sterillization) in a 500 ml Sakaguchi flask, and cultured with shaking at 37C for 18 hours. Then, 10 mg of1-chloro-3-hydroxyacetone, 70 mg of NAD+, and 25 mg of glucose were added to 1 ml of the resultant culture broth,and the mixture was then stirred at 30C for 2 hours. After the reaction was completed, the conversion rate and opticalpurity of the reaction product (S)-3-chloro-1,2-propanediol were analyzed by the same method as in Example 9. As aresult, the conversion rate was 42.8%, and the optical purity was 45.8%ee.

  • 15
  • [ 51792-34-8 ]
  • [ 57090-45-6 ]
  • (S)-2-(chloromethyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine [ No CAS ]
  • 16
  • [ 51792-34-8 ]
  • [ 57090-45-6 ]
  • [ 127-09-3 ]
  • (R)-(2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)methyl acetate [ No CAS ]
 

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