61464-33-3

Basic information

• Product Name: Z-ASP(OBZL)-OSU
• Synonyms: Z-ASPARTIC ACID(OBZL)-OSU;Z-ASP(OBZL)-OSU;Z-L-ASPARTIC ACID BETA-BENZYL-ALPHA-HYDROXYSUCCINIMIDE DIESTER;Z-L-ASPARTIC ACID BETA-BENZYL ESTER ALPHA-N-HYDROXYSUCCINIMIDE ESTER;Z-L-ASPARTIC ACID B-BENZYL-A-HYDROXYSUCCINIMI-DIESTER;CARBOBENZYLOXY-L-ASPARTIC ACID 4-BENZYL 1-(N-HYDROXYSUCCINIMIDE) ESTERS;(3S)-Butanoic Acid 4-[(2,5-Dioxo-1-Pyrrolidinyl)Oxy]-4-Oxo-3-[[(Phenylmethoxy)Carbonyl]Amino]-,Phenylmethyl Ester
• CAS NO: 61464-33-3
• Molecular Formula: C₂₃H₂₂N₂O₈
• Molecular Weight: 454.43
• Mol File: 61464-33-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: Z-ASP(OBZL)-OSU(CAS DataBase Reference)
• NIST Chemistry Reference: Z-ASP(OBZL)-OSU(61464-33-3)
• EPA Substance Registry System: Z-ASP(OBZL)-OSU(61464-33-3)

Safety Data

• Hazardous Substances Data: 61464-33-3(Hazardous Substances Data)

Usage

General Description

Z-ASP(OBZL)-OSU is a chemical compound used in biochemistry research as a specific inhibitor of the enzyme cathepsin B. It is a derivative of the natural amino acid aspartic acid, with the addition of a benzoyloxycarbonyl (OBZL) group. This modification increases the compound's stability and potency as an inhibitor of cathepsin B, a protease enzyme involved in various cellular processes such as protein degradation and apoptosis. Z-ASP(OBZL)-OSU has been used in studies to investigate the role of cathepsin B in cancer progression, neurodegenerative diseases, and other pathological conditions, making it a valuable tool in understanding the biochemical functions of this enzyme.

Upstream product

• 6066-82-6 1-hydroxy-pyrrolidine-2,5-dione 
• 3479-47-8 Z-Asp(OBzl)-OH 
• 5872-49-1 L-aspartic acid-α-benzyl ester 
• 2524-64-3 chlorophosphoric acid diphenyl ester 

Downstream Products

• 95083-05-9 (S)-3-Benzyloxycarbonylamino-N-[(S)-1-(methoxycarbonylmethyl-carbamoyl)-ethyl]-succinamic acid benzyl ester 
• 95083-29-7 (S)-3-Benzyloxycarbonylamino-N-[(R)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-3-methyl-butyl]-succinamic acid benzyl ester 
• 95083-08-2 (S)-2-[(S)-2-((S)-3-Benzyloxycarbonyl-2-benzyloxycarbonylamino-propionylamino)-butyrylamino]-3-methyl-butyric acid methyl ester 
• 95083-28-6 (S)-3-Benzyloxycarbonylamino-N-[(R)-1-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-2-methyl-propyl]-succinamic acid benzyl ester 
• 95083-09-3 (S)-3-Benzyloxycarbonylamino-N-[(S)-1-((S)-1-methoxycarbonyl-ethylcarbamoyl)-2-methyl-propyl]-succinamic acid benzyl ester 
• 95083-12-8 (S)-2-[(S)-2-((S)-3-Benzyloxycarbonyl-2-benzyloxycarbonylamino-propionylamino)-3-methyl-butyrylamino]-4-methyl-pentanoic acid methyl ester 

Relevant articles and documents

Sulfonate derived phosphoramidates as active intermediates in the enzymatic primer-extension of DNA

Novel unnatural 5′-phosphoramidate nucleosides, capable of being processed as substrates by DNA polymerases for multiple nucleotide incorporations, have been designed. The mimics feature metabolites such as taurine and a broad range of aliphatic sulfonates coupled through a P-N bond to the 5′-phosphate position of deoxynucleotides, to allow binding interactions in the enzyme active site. The utility of all of the analogues as pyrophosphate mimics was demonstrated for the chain elongation of DNA, using both thermophilic and mesophilic microbial polymerases. This journal is

Direct PCR amplification of various modified DNAs having amino acids: Convenient preparation of DNA libraries with high-potential activities for in vitro selection

We synthesized modified 2′-deoxyuridine triphosphates bearing amino acids at the C5 position and investigated their substrate properties for KOD Dash DNA polymerase during polymerase chain reaction (PCR). PCR using C5-modified dUTP having an amino acyl group (arginyl, histidyl, lysyl, phenylalanyl, tryptophanyl, leucyl, prolyl, glutaminyl, seryl, O-benzyl seryl or threonyl group) gave the corresponding full-length PCR products in good yield. Although dUTP analogues bearing aspartyl, glutamyl or cysteinyl were found to be poor substrates for PCR catalyzed by KOD Dash DNA polymerase, optimization of the reaction conditions resulted in substantial generation of full-length product. In the case of reaction using dUTP analogue having a cysteinyl group, addition of a reducing agent improved the reaction yield. Thus, PCRs using KOD Dash DNA polymerase together with amino acyl dUTP provide convenient and efficient preparation of various modified DNA libraries with potential protein-like activities.

One-pot formation of succinimidyl esters by the system chlorophosphate/hydroxysuccinimide/base

Succinimidyl esters of various carboxylic acids are formed in high yield at ambient to slightly elevated temperature by the system chlorophosphate/hydroxysuccinimide/base.