1738-87-0

Basic information

• Product Name: Z-LEU-ONP
• Synonyms: BENZYLOXYCARBONYL-L-LEUCINE 4-NITROPHENYL ESTER;BENZYLOXYCARBONYL-L-LEUCINE P-NITROPHENYL ESTER;CBZ-L-LEU-P-NITROPHENYL ESTER;N-CBZ-L-LEUCINE-P-NITROPHENYL ESTER;P-NITROPHENYLCARBOBENZOXY-L-LEUCINE;N-CARBOBENZOXY-L-LEUCINE-P-NITROPHENYL ESTER;Z-LEUCINE-ONP;Z-LEU-ONP
• CAS NO: 1738-87-0
• Molecular Formula: C₂₀H₂₂N₂O₆
• Molecular Weight: 386.4
• EINECS: 217-098-8
• Product Categories: Amino Acid Derivatives
• Mol File: 1738-87-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 561.3 °C at 760 mmHg
• Flash Point: 293.2 °C
• Appearance: /
• Density: 1.239 g/cm³
• Vapor Pressure: 1.26E-12mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: 2-8°C
• PKA: 10.66±0.46(Predicted)
• CAS DataBase Reference: Z-LEU-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: Z-LEU-ONP(1738-87-0)
• EPA Substance Registry System: Z-LEU-ONP(1738-87-0)

Safety Data

• WGK Germany: 3
• F: 8
• Hazardous Substances Data: 1738-87-0(Hazardous Substances Data)

Usage

Description

Z-LEU-ONP, a synthetic peptide derivative, is a chemical compound utilized in biochemical research as a substrate for the detection of protease activity. It features a fluorogenic leaving group, ortho-nitrophenol (ONP), which becomes highly fluorescent upon cleavage by specific proteases. This property enables the easy detection and quantification of protease activity, making Z-LEU-ONP a valuable tool for studying protease function, inhibition, and for screening potential drug candidates targeting proteases. Its application in laboratory settings aids in the better understanding of various disease processes, such as cancer, inflammation, and infections, and holds potential for drug development and medical diagnostics.
Usage:
Used in Biochemical Research:
Z-LEU-ONP is used as a substrate for the detection of protease activity due to its fluorogenic leaving group, ONP, which becomes highly fluorescent upon cleavage by specific proteases.
Used in Studying Protease Function and Inhibition:
Z-LEU-ONP is used as a tool for studying the function and inhibition of proteases, contributing to a better understanding of their roles in various biological processes.
Used in Screening Potential Drug Candidates:
Z-LEU-ONP is used as a screening agent for potential drug candidates targeting proteases, aiding in the development of new therapeutics.
Used in Disease Research:
Z-LEU-ONP is used in laboratory settings to study various disease processes, including cancer, inflammation, and infections, by monitoring the activity of proteases involved in these conditions.
Used in Drug Development and Medical Diagnostics:
Z-LEU-ONP is used in the development of drugs and medical diagnostics, leveraging its ability to detect and quantify protease activity for potential therapeutic and diagnostic applications.

InChI:InChI=1/C20H22N2O6/c1-14(2)12-18(21-20(24)27-13-15-6-4-3-5-7-15)19(23)28-17-10-8-16(9-11-17)22(25)26/h3-11,14,18H,12-13H2,1-2H3,(H,21,24)

Upstream product

• 100-02-7 4-nitro-phenol 
• 2018-66-8 Z-Leu-OH 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 25887-81-4 bis(p-nitrophenyl)sulfite 

Downstream Products

• 14608-81-2 Leu-Asn 
• 2706-38-9 N-(N-benzyloxycarbonyl-L-leucyl)-glycine 
• 7784-82-9 N-[N-(N-benzyloxycarbonyl-L-prolyl)-L-leucyl]glycine ethyl ester 
• 14485-80-4 benzoyloxycarbonylprolyl-leucyl-glycine amide 
• 132307-40-5 Z-Asp(OBu^t)-Gln-Gln-Leu-Leu-Gly-OH 
• 132307-39-2 Z-Gln-Gln-Leu-Leu-Gly-OBu^t 
• 132307-38-1 Z-Gln-Leu-Leu-Gly-OBu^t 
• 132307-37-0 Z-Leu-Leu-Gly-OBu^t 
• 56610-13-0 L-Leu-Gly-O-t-Bu 
• 77327-33-4 (S)-2-[(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-propionylamino]-3-hydroxy-propionic acid 4-nitro-benzyl ester 
• 77327-36-7 L-alanyl-L-threonyl-L-leucyl-L-alanyl-L-serine p-nitrobenzyl ester 
• 77327-35-6 hydrobromide of L-alanyl-L-threonyl-L-leucyl-L-alanyl-L-serine p-nitrobenzyl ester 
• 77327-34-5 N-(benzyloxycarbonyl)-L-alanyl-L-threonyl-L-leucyl-L-alanyl-L-serine p-nitrobenzyl ester 
• 77327-32-3 (S)-2-[(S)-2-((S)-2-Amino-4-methyl-pentanoylamino)-propionylamino]-3-hydroxy-propionic acid 4-nitro-benzyl ester; hydrobromide 

Relevant articles and documents

Thermodynamic and (1)H NMR Study of Proton Complex Formation of Histidine-containing Cyclodipeptides in Aqueous Solution

A thermodynamic and (1)H NMR study of proton complex formation in aqueous solution of some L-histidine-containing cyclic L-dipeptides has been carried out.The enthalpic and entropic changes associated with protonation of the cyclodipeptides, obtained by potentiometric and calorimetric measurements, together with the (1)H NMR data and NOESY experiments, enable the role played by non-covalent interactions in proton complex formation to be assessed.In addition, a comparison with c(Gly-His) permits the influence of side-chain residues on the conformation of protonated species to be observed.

A New Method for the Preparation of Active Esters Using Di-2-pyridyl Carbonate

The use of di-2-pyridyl carbonate in the presence of a catalytic amount of 4-dimethylaminopyridine is found to be very effective in the preparation of various active esters.

Psycho-pharmacological peptides

The present invention relates to novel psycho-pharmacological active peptides and peptide derivatives of the formula: wherein R represents the amino acid residue L-Lys or L-Arg, R1 represents the amino acid residue L-Glu or L-Gln, B represents one of the following amino acid or peptide-radicals: L-Leu-OH, (α-dehydro)Leu-OH D-Leu-OH L-Leu-L-Phe-OH L-Leu-L-Phe-L-Lys-OH L-MeLeu-OH or the radical STR1 and A represents one of the following radicals or residues: hydrogen H-L-Glu Z1 -L-Glu Z2 -L-Ser-L-Glu- H-Q1 -L-Thr-L-Ser-L-Glu- Q2 -L-Thr-L-Ser-L-Glu- Z3 -Q1 -L-Thr-L-Ser-L-Glu- or H2 N-ALK-CO-L-Phe-Q1 -L-Thr-L-Ser-L-Glu- in which Z1 represents H-L-Ser, H-D-Ser, desamino-Ser, 2,3-dihydroxy propanoyl or H2 N-ALK-CO-, Z2 represents H-L-Thr, H-D-Thr, desamino-Thr, 2,3-dihydroxybutanoyl or H2 N-ALK-CO; Q1 represents L-Met, L-Met(O), L-Met (O2) or L-Leu Q2 represents H-D-Met, H-D-Met (O), H-D-Leu, H-D-Met (O2), desamino Met, desamino Met (O), desamino Met (O2), desamino Leu, 2-hydroxy-4-methylthiobutanoyl, 2-hydroxy-4-methylpentanoyl or the radical H2 N-ALK-CO, Z3 represents H-L-Phe, H-D-Phe, desamino Phe, 2-hydroxy-3-phenyl-propanoyl and H2 N-ALK-CO-, and ALK represents an alkylene or alkylidene group with 1-6 carbon atoms, as well as the functional derivatives thereof.