2578-85-0

Basic information

• Product Name: Z-D-PHE-ONP
• Synonyms: BENZYLOXYCARBONYL-D-PHENYLALANINE 4-NITROPHENYL ESTER;BENZYLOXYCARBONYL-D-PHENYLALANINE P-NITROPHENYL ESTER;Z-D-PHE-ONP;Z-D-PHENYLALANINE 4-NITROPHENYL ESTER;Z-D-PHENYLALANINE-ONP;Z-D-PHENYLALANINE P-NITROPHENYL ESTER;Z-D-phenylalanine4-nitrophenylesterHPLC;N-alpha-Benzyloxycarbonyl-D-phenylalanine p-nitrophenyl ester
• CAS NO: 2578-85-0
• Molecular Formula: C₂₃H₂₀N₂O₆
• Molecular Weight: 420.41
• Product Categories: Amino Acid Derivatives
• Mol File: 2578-85-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 119-121 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7))
• Boiling Point: 626.2±55.0 °C(Predicted)
• Appearance: /
• Density: 1.303±0.06 g/cm3(Predicted)
• Storage Temp.: -15°C
• PKA: 10.62±0.46(Predicted)
• CAS DataBase Reference: Z-D-PHE-ONP(CAS DataBase Reference)
• NIST Chemistry Reference: Z-D-PHE-ONP(2578-85-0)
• EPA Substance Registry System: Z-D-PHE-ONP(2578-85-0)

Safety Data

• Hazardous Substances Data: 2578-85-0(Hazardous Substances Data)

Usage

General Description

Z-D-PHE-ONP is a chemical compound used in biochemistry and pharmaceutical research as a substrate for various enzymatic reactions. It is often used as a chromogenic substrate for the detection and measurement of protease activity, particularly in the study of blood coagulation and fibrinolysis. The compound contains a phenylalanine analog linked to a nitrophenyl group, which undergoes a colorimetric change upon cleavage by proteases, making it a useful tool for studying enzyme kinetics and inhibitor screening. Z-D-PHE-ONP is also used in the development and testing of potential therapeutic agents for various diseases and conditions, including cancer and inflammatory disorders.

Upstream product

• 100-02-7 4-nitro-phenol 
• 2448-45-5 Cbz-D-Phe 

Downstream Products

• 83575-47-7 benzyloxycarbonyl-D-phenylalanyl-L-prolyl-L-citrulline p-nitroanilide 
• 100-02-7 4-nitro-phenol 
• 2448-45-5 Cbz-D-Phe 
• 14609-74-6 p-nitrophenolate 
• 2682-76-0 Boc-Ala-D-Phe-Ile-Gly-OEt 
• 2682-80-6 Boc-Ala-D-Phe-Ile-Gly 
• 2867-84-7 Boc-Ala-D-Phe-Ile-Gly-Leu-Met-NH₂ 
• 127292-75-5 AsnDPheTrpAlaValGlyHisLeuMetNH₂ 
• 127292-67-5 (S)-2-{(S)-2-[(S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-carbamoyl-propionylamino)-3-phenyl-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-propionylamino}-3-methyl-butyric acid 
• 127317-00-4 (S)-2-[(R)-2-((S)-2-tert-Butoxycarbonylamino-3-carbamoyl-propionylamino)-3-phenyl-propionylamino]-3-(1H-indol-3-yl)-propionic acid 
• 127292-68-6 C₅₆H₈₀N₁₄O₁₂S 
• 75531-12-3 N-dodecanoyl-D-phenylalanine 4-nitrophenylester 
• 108807-65-4 Z-D-Phe-L-prolinal 
• 1238-09-1 N^α-phenylalanyl-arginine 

Relevant articles and documents

Fairly marked enantioselectivity for the hydrolysis of amino acid esters by chemically modified enzymes

The hydrolysis (deacylation) of enantiomeric substrates by the chemically modified enzymes decanoyl-α-chymotrypsin and decanoyl-trypsin was studied. Reaction activity for decanoyl-α-chymotrypsin was lower than that for the native enzyme, although intriguingly the enantioselectivity was markedly enhanced as compared with the native enzyme. In particular, the apparently complete enantioselective catalysis was attained for the hydrolytic cleavage of p-nitrophenyl N-dodecanoyl- D(L)-phenylalaninates. The enhancement of enantioselectivity, however, was not observed for decanoyl-trypsin. These results suggest that the chemically modified α-chymotrypsin by addition of hydrophobic groups has promoted enantioselectivity for the hydrolysis of hydrophobic esters.

Cyclic dipeptide enantiomers

The invention provides novel cyclic dipeptide enantiomers comprising (R)-histidine or a derivative thereof as one of the amino acid residues. These compounds are useful a catalysts for production of (S) -α--cyanomethyl alcohols from aldehydes.