112920-78-2

Basic information

• Product Name: benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate
• Synonyms: benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate
• CAS NO: 112920-78-2
• Molecular Weight: 491.585
• Mol File: 112920-78-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate(112920-78-2)
• EPA Substance Registry System: benzyl 2S-(6-tert-butoxycarbonylamino)-1-(methoxy-1-oxohexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate(112920-78-2)

Safety Data

• Hazardous Substances Data: 112920-78-2(Hazardous Substances Data)

Upstream product

• 3017-32-1 (S)-methyl 2-amino-6-(tert-butoxycarbonylamino)hexanoate 
• 3397-33-9 Z-proline N-hydroxysuccinimide ester 
• 2389-48-2 N-ε-tert-butoxycarbonyl-L-lysine methyl ester hydrochloride 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 

Downstream Products

• 1451453-93-2 benzyl 2S-(6-tert-butoxycarbonylamino)-1-(hydroxyhexan-2S-ylcarbamoyl)pyrrolidine-1-carboxylate 
• 1451454-20-8 trans-benzyl 2S-[(1-tert-butoxycarbonylamino)-7-(phenylsulfonyl)hept-6-en-5S-ylcarbamoyl]pyrrolidine-1-carboxylate 
• 112945-38-7 Z-Arg(Adoc)2-Pro-Lys(Boc)-OMe 
• 112920-79-3 Z-Arg(Adoc)2-Pro-Lys(Boc) 

Relevant articles and documents

Vinyl sulfone-based peptidomimetics as anti-trypanosomal agents: Design, synthesis, biological and computational evaluation

A series of vinyl sulfone-containing peptidomimetics were rationally designed, synthesized, and evaluated against Trypanosoma brucei brucei. These electrophilic compounds are likely to exert their antitrypanosomal activity via inhibition of trypanosomal cysteine proteases, TbCatB and rhodesain, through alkylation of a key cysteine residue within the protease active site. The series was designed to present complementary groups to naturally recognized peptide substrates while probing tolerance to a range of substitutions at the P1, P1′, and P2 positions. The most potent compound, 29 (EC50 = 70 nM, T. b. brucei whole cell assay), displayed minimal toxicity (>785 times selectivity) when assayed for cytotoxicity against the human promyelocytic leukemia (HL-60) cell line. Cells treated with compound 29, as with K777 (2), exhibited an increase in both the number of multinucleated cells and cells with swollen flagellar pockets. Computational analysis revealed a strong correlation between the hypothetical binding mode in TbCatB/rhodesain and trypanocidal activity in vitro.