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[ CAS No. 58569-55-4 ]

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2D
Chemical Structure| 58569-55-4
Chemical Structure| 58569-55-4
Structure of 58569-55-4 *Storage: {[proInfo.prStorage]}

Quality Control of [ 58569-55-4 ]

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Alternatived Products of [ 58569-55-4 ]

Product Details of [ 58569-55-4 ]

CAS No. :58569-55-4MDL No. :MFCD00076415
Formula : C27H35N5O7S Boiling Point : 1052.9°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :573.66Pubchem ID :443363
Synonyms :

Computed Properties of [ 58569-55-4 ]

TPSA : 225 H-Bond Acceptor Count : 9
XLogP3 : - H-Bond Donor Count : 7
SP3 : 0.37 Rotatable Bond Count : 16

Safety of [ 58569-55-4 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 58569-55-4 ]

  • Downstream synthetic route of [ 58569-55-4 ]

[ 58569-55-4 ] Synthesis Path-Downstream   1~10

  • 1
  • <Met>-enkephalyl-arg6-phe7 [ No CAS ]
  • [ 673-08-5 ]
  • [ 58569-55-4 ]
  • [ 21778-69-8 ]
  • [ 60-18-4 ]
  • 2
  • <Met>-enkephalyl-arg6-phe7 [ No CAS ]
  • [ 2047-13-4 ]
  • [ 58569-55-4 ]
  • 4
  • phospho-Tyr-Gly-Gly-Phe-Met-OH [ No CAS ]
  • [ 58569-55-4 ]
  • [ 21820-51-9 ]
  • [ 60-18-4 ]
  • [ 61370-88-5 ]
  • 5
  • BocMet-R, Boc-amino acids [ No CAS ]
  • [ 58569-55-4 ]
YieldReaction ConditionsOperation in experiment
(Avicel), Rf5 =0.57, Rf6 =0.12. In 250 ml of 10% thioglycolic acid were dissolved 5.4 g weight out of the product thus obtained, and the solution was allowed to stand at 50 C. for 20 hours, then concentrated to about 40 ml, and the concentrate was placed on a column (7*90 cm) of Sephadex G-25. Elution was conducted with 20% acetic acid, and fractions of 2.56 to 3.44 l were collected, then subjected to freeze-drying. Yield 5.3 g (100%). The product was further dissolved in 30 ml of 10% acetic acid and placed on a column (7*90 cm) of Sephadex LH-20. Elution was conducted with 10% acetic acid, and fractions of 2.60 to 3.04 l were collected, then subjected to freeze-drying. Yield 4.90 g (93.2%). To 4.10 g taken out of the product that obtained were added 10 ml of water to cause crystallization. The crystals were recovered by filtration under cooling. Yield 3.45 g (84.1%); m.p. 198-199 C.; [alpha]D23 +33.2 (c=0.53, water); Rf1 =0.02, Rf2 =0.27, Rf3 =0.33. Elemental analysis, for C27 H35 O7 N5 S.H2 O: Calcd.: C, 54.81; H, 6.30; N, 11.84; S, 5.42; Found: C, 55.42; H, 6.23; N, 11.80; S, 5.40
Example 9 Synthesis of methionine-enkephalin. A piece of fibre glass modified with aminopropyl groups (25 x 6 cm, 1 g, 1.7 mumol) was acylated overnight with 2,4,5-trichlorophenyl-3-(4-fluorenylmethyl-oxycarbonylmethionyl-oxymethylphenoxy)-propionate (0.05 mol) and N-hydroxybenzotriazole (0.05 mmol) in dimethylformamide (0.4 ml) at room temperature. The carrier was then washed with dimethylformamide (3 x) and subjected to three cycles of solid phase peptide synthesis, described in Example 5 using fluorenylmethyloxycarbonylphenylalanine, fluorenylmethyloxycarbonylglycine and t-butyloxycarbonyl-0-t-butyltyrosine as protected amino acids. The carrier was then introduced into a solution consisting of 95 % of trifluoroacetic acid and 5 % of dimethyl sulfide. After 2 h the band was washed with the same solution, and the combined eluates were evaporated in vacuo, dissolved in 3 M acetic acid and lyophilized. The product was dissolved in 1 M acetic acid, and the solution was applied on a column (Vydac C18 250 x 4 mm). The chromatography furnished 0.3 mg of the product which was pure according to high pressure liquid chromatography and identical with the above-described methionine-enkephalin.
In one embodiment of the present invention, A is particularly: Tyr-Gly-Gly-Phe-Met (SEQ ID No:1), Tyr-Gly-Gly-Phe-Leu (SEQ ID No:2), Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro (SEQ ID No:3), Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro-Lys (SEQ ID No:4), Tyr-Gly-Gly-Phe-Leu-Gly-His-Lys (SEQ ID No:5), Tyr-Gly-Gly-Phe-Leu-Lys-Thr-Thr-Lys-Ser (SEQ ID No:6), Tyr-Gly-Gly-Phe-Leu-Glu-Glu-Met-Gln-Arg-Arg (SEQ ID No:7), Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys (SEQ ID No:8), Tyr-Gly-Gly-Phe-Met-Thr-Ser-Glu-Lys-Ser-Gln-Thr-Pro-Leu-Val-Thr (SEQ ID No:9), ...
more particularly: Tyr-Gly-Gly-Phe-Met (SEQ ID No:1), Tyr-Gly-Gly-Phe-Leu (SEQ ID No:2), Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro (SEQ ID No:3), or Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro-Lys (SEQ ID No:4).
The peptide derivative of Claim 2, wherein A is: Tyr-Gly-Gly-Phe-Met (SEQ ID No:1), Tyr-Gly-Gly-Phe-Leu (SEQ ID No:2), Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro (SEQ ID No:3), or Tyr-Gly-Gly-Phe-Leu-Arg-Lys-Tyr-Pro-Lys (SEQ ID No:4).

  • 7
  • [ 58569-55-4 ]
  • [ 60283-51-4 ]
  • 8
  • [ 58569-55-4 ]
  • C47H57N5O20S2 [ No CAS ]
  • 9
  • [ 58569-55-4 ]
  • C39H49N5O16S2 [ No CAS ]
  • 10
  • [ 58569-55-4 ]
  • C27H34FN5O9S2 [ No CAS ]
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