83575-46-6

Basic information

• Product Name: N-(benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide
• Synonyms: N-(benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide;N-Cbz-Glycyl-L-Prolyl-L-Citrulline-P-;N-CBZ-GLY-PRO-CITRULLINE P-NITROANILIDE);N-carbobenzyloxy-glycine-proline-citrulline p-nitroanilide;N2-[1-[N-[(Phenylmethoxy)carbonyl]glycyl]-L-prolyl]-N5-(aminocarbonyl)-N-(4-nitrophenyl)-L-ornithinamide;Einecs 280-496-5
• CAS NO: 83575-46-6
• Molecular Formula: C₂₇H₃₃N₇O₈
• Molecular Weight: 583.59302
• EINECS: 280-496-5
• Mol File: 83575-46-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 953.5 °C at 760 mmHg
• Flash Point: 530.4 °C
• Appearance: /
• Density: 1.381 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: -20°C
• CAS DataBase Reference: N-(benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide(83575-46-6)
• EPA Substance Registry System: N-(benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide(83575-46-6)

Safety Data

• Hazardous Substances Data: 83575-46-6(Hazardous Substances Data)

Usage

General Description

N-(Benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide is a chemical compound with a complex structure, consisting of a benzyl carbonyl group, glycine, proline, ornithine, and a nitrophenyl group. N-(Benzyloxycarbonyl)glycyl-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide is commonly used in biochemical research and studies on enzyme inhibitors, protein structure, and drug development. It is often employed as a substrate or inhibitor in studying the activity of peptidases and proteases, as well as in the development of pharmaceuticals targeting these enzymes. Additionally, the chemical's structure and properties make it a useful tool in the understanding of molecular interactions and the development of new therapeutic agents.

InChI:InChI=1/C27H33N7O8/c28-26(38)29-14-4-8-21(24(36)31-19-10-12-20(13-11-19)34(40)41)32-25(37)22-9-5-15-33(22)23(35)16-30-27(39)42-17-18-6-2-1-3-7-18/h1-3,6-7,10-13,21-22H,4-5,8-9,14-17H2,(H,30,39)(H,31,36)(H,32,37)(H3,28,29,38)/t21-,22-/m0/s1

Upstream product

• 1738-86-9 Z-Gly-ONp 
• 83575-45-5 L-prolyl-L-citrulline p-nitroanilide hydrobromide 
• 3304-59-4 N-benzyloxycarbonyl-L-proline p-nitrophenyl ester 
• 83575-44-4 benzyloxycarbonyl-L-prolyl-L-citrulline p-nitroanilide 
• 83575-38-6 N₁-carbamoyl-3-benzyloxycarbonylamidopiperidin-2-one 
• 6692-89-3 N^α-benzyloxy-carbonyl-L-citrulline 

Relevant articles and documents

PREPARATION AND PROPERTIES OF SOME CITRULLINE p-NITROANILIDE DERIVARIVES FOR POSSIBLE USE AS PROTEASE SUBSTRATES

A number of citrulline p-nitroanilides have been synthesised as potential substrates for proteolytic enzymes.Nα-Benzyloxycarbonyl-L-citrulline p-nitroanilide, a key starting material, was prepared by the phosphoazo method.During this reaction, depending on the conditions, lactam formation and decarbamoylation took place.It is probable that decarbamoylation took place subsequent to the lactamisation step.The derivatives prepared included some protected tripeptide nitroanilides, benzyloxycarbonylglycyl-L-prolyl-L-citrulline p-nitroanilide, benzyloxycarbonyl-D-phenylalanyl-L-prolyl-L-citrulline p- nitroanilide, benzyloxycarbonylglycyl-L-phenylalanyl-L-citrulline p-nitroanilide, methyloxycarbonylglycyl-L-phenylalanyl-L-citrulline p-nitroanilide and a protected tetrapeptide, benzyloxycarbonylglycyl glycyl-L-phenylalanyl-L-citrulline p-nitroanilide.Preliminary results have indicated that citrulline p-nitroanilides are far more susceptible to hydrolysis by plant thiol enzymes such as papain, ficin and bromelain than by mammalian proteases.