6154-45-6

Basic information

• Product Name: BZ-TYR-PNA
• Synonyms: N-BENZOYL-L-TYROSINE P-NITROANILIDE;BZO-TYR-PNA;BZ-TYROSINE-PNA;BZ-TYR-PNA;BENZOYL-L-TYROSINE 4-NITROANILIDE;BENZOYL-L-TYROSINE P-NITROANILIDE;benzoyltyrosine 4-nitroanilide;L-BTpNA
• CAS NO: 6154-45-6
• Molecular Formula: C₂₂H₁₉N₃O₅
• Molecular Weight: 405.4
• Product Categories: Chymotrypsin, alpha;Chymotrypsin, alphaEnzyme Substrates;Enzyme Substrates;Protease Substrates;Substrates by Enzyme
• Mol File: 6154-45-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 776.8 °C at 760 mmHg
• Flash Point: 423.6 °C
• Appearance: /
• Density: 1.373 g/cm³
• Vapor Pressure: 5.09E-25mmHg at 25°C
• Refractive Index: 1.677
• Storage Temp.: −20°C
• CAS DataBase Reference: BZ-TYR-PNA(CAS DataBase Reference)
• NIST Chemistry Reference: BZ-TYR-PNA(6154-45-6)
• EPA Substance Registry System: BZ-TYR-PNA(6154-45-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 6154-45-6(Hazardous Substances Data)

Usage

Uses

N-Benzoyl-L-tyrosine p-nitroanilide (BTPNA) is used as a substrate to identify, differentiate and characterize serine carboxypeptidase(s) and various proteases.

InChI:InChI=1/C22H19N3O5/c26-19-12-6-15(7-13-19)14-20(24-21(27)16-4-2-1-3-5-16)22(28)23-17-8-10-18(11-9-17)25(29)30/h1-13,20,26H,14H2,(H,23,28)(H,24,27)

Upstream product

• 2566-23-6 N-benzoyl-L-tyrosine 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 2566-23-6 N-benzoyl-L-tyrosine 
• 127132-26-7 N-benzoyl-O'-(3,4-epoxybutyl)-L-tyrosine p-nitroanilide 
• 127154-07-8 N-benzoyl-O'-(2,3-epoxypropyl)-L-tyrosine p-nitroanilide 
• 100-01-6 4-nitro-aniline 
• 127132-51-8 N-benzoyl-O'-(prop-2-enyl)-L-tyrosine p-nitroanilide 
• 127132-52-9 N-benzoyl-O'-(but-3-enyl)-L-tyrosine p-nitroanilide 

Relevant articles and documents

Acid-Sensitive Latent Inhibitors for Proteolytic Enzymes: Synthesis and Characterization

The reaction between peptide aldehydes and acylhydrazones affords derivatives that represent potential prodrugs for selective inhibition of lysosomal enzymes.BzPheal=Ala, obtained from the reaction between N-benzoyl-L-phenylalaninal and N-acetyl-L-alanine hydrazide, has been most carefully studied.When BzPheal=Ala is introduced into ongoing reactions catalyzed by α-chymotrypsin or papain, the rate of these reactions diminishes more rapidly with time than do those of controls lacking BzPheal=Ala.Furthermore, the disparity between run and control is much greater at pH 5 than at pH 7.The extent of inhibition (defined as explained in the text) at pH 5 can exceed that at pH 7 by 25-40-fold.The data are quantitatively explained by a reaction scheme that recognizes three important properties of BzPheal=Ala: (1) It undergoes hydrolysis at pH 5-7 to regenerate N-benzoyl-L-phenylalaninal; (2) the aldehyde thus liberated is a far more potent inhibitor for serine or cysteine proteases than is BzPheal=Ala; and (3) the rate constant for hydrolysis of BzPheal=Ala at pH 5 greatly exceeds that at pH 7.