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Chemical Structure| 13574-13-5 Chemical Structure| 13574-13-5
Chemical Structure| 13574-13-5

Boc-Glu(OBzl)-OH

CAS No.: 13574-13-5

Boc-Glu(OBzl)-OH is a glutamic acid derivative, used for peptide synthesis, increasing the hydrophilicity of peptides and playing an important role in structure and receptor binding.

Synonyms: Boc-Glu(OBzl)-OH

4.5 *For Research Use Only !

Cat. No.: A136544 Purity: 98%

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Product Citations

Product Citations

Kim, Jaejeong ; Kang, Changyu ; Yoo, Jin-Wook ; Yoon, In-Soo ; Jung, Yunjin ;

Abstract: In our previous study, riluzole azo-linked to salicylic acid (RAS) was prepared as a colon-targeted prodrug of riluzole (RLZ) to facilitate the repositioning of RLZ as an anticolitic drug. RAS is more effective against rat colitis than RLZ and sulfasalazine, currently used as an anti-inflammatory bowel disease drug. The aim of this study is to further improve colon specificity, anticolitic potency, and safety of RAS. N-succinylaspart-1-ylRLZ (SAR) and N-succinylglutam-1-ylRLZ (SGR) were synthesized and evaluated as a ""me-better"" colon-targeted prodrug of RLZ against rat colitis. SAR but not SGR was converted to RLZ in the cecal contents, whereas both conjugates remained intact in the small intestine. When comparing the colon specificity of SAR with that of RAS, the distribution coefficient and cell permeability of SAR were lower than those of RAS. In parallel, oral SAR delivered a greater amount of RLZ to the cecum of rats than oral RAS. In a DNBS-induced rat model of colitis, oral SAR mitigated colonic damage and inflammation and was more potent than oral RAS. Moreover, upon oral administration, SAR had a greater ability to limit the systemic absorption of RLZ than RAS, indicating a reduced risk of systemic side effects of SAR. Taken together, SAR may be a "me-better" colon-targeted prodrug of RLZ to improve the safety and anticolitic potency of RAS, an azo-type colon-targeted prodrug of RLZ.

Keywords: riluzole ; colon-targeted drug delivery ; colitis ; prodrug ; N-succinylated acidic amino acids

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Product Details of Boc-Glu(OBzl)-OH

CAS No. :13574-13-5
Formula : C17H23NO6
M.W : 337.37
SMILES Code : O=C(OCC1=CC=CC=C1)CC[C@@H](C(O)=O)NC(OC(C)(C)C)=O
Synonyms :
Boc-Glu(OBzl)-OH
MDL No. :MFCD00065569
InChI Key :AJDUMMXHVCMISJ-ZDUSSCGKSA-N
Pubchem ID :83589

Safety of Boc-Glu(OBzl)-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Boc-Glu(OBzl)-OH

* 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 [ 13574-13-5 ]

[ 13574-13-5 ] Synthesis Path-Downstream   1~10

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  • [ 23680-31-1 ]
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  • Fmoc-Asp-Cys(Acm)-His-Leu-Gln-Ala-Val-Val-Leu-His-Leu-Ala-Arg-Arg-Ser-Val-Cys(Acm)-Val-His-Pro-Gln-Asn-Arg-Ser-Leu-Ala-Arg-Trp-Leu-Glu-Arg-Gln-Gly-S-CH2CH2CO-Leu-NH2 [ No CAS ]
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  • H-LQIFVKTLTGKTITLEVEPSDTIENVK-SCH2CH2CONH2 [ No CAS ]
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  • Boc-Thr(PO<SUB>3</SUB>Me<SUB>2</SUB>)-OH [ No CAS ]
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  • C60H90N11O24PS [ No CAS ]
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  • C24H29N2O6Pol [ No CAS ]
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  • C14H19(15)NO4 [ No CAS ]
  • C123H198N32(15)N4O36S [ No CAS ]
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  • [ 13726-85-7 ]
  • [ 13574-13-5 ]
  • [ 120267-95-0 ]
  • [ 18942-46-6 ]
  • C24H29N2O6Pol [ No CAS ]
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  • C14H19(15)NO4 [ No CAS ]
  • C123H198N35(15)NO36S [ No CAS ]
  • 9
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  • [ 51077-16-8 ]
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  • Boc-R(PG)-OH [ No CAS ]
  • C155H252N41O43PolS2 [ No CAS ]
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  • [ 54613-99-9 ]
  • [ 51077-16-8 ]
  • [ 47355-10-2 ]
  • Boc-R(PG)-OH [ No CAS ]
  • C99H150N27O26PolS3 [ No CAS ]
 

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