83575-44-4

Basic information

• Product Name: 1-(benzyloxycarbonyl)-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide
• Synonyms: 1-(benzyloxycarbonyl)-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide;N2-[1-[(Phenylmethoxy)carbonyl]-L-prolyl]-N5-(aminocarbonyl)-N-(4-nitrophenyl)-L-ornithinamide;Einecs 280-494-4
• CAS NO: 83575-44-4
• Molecular Formula: C₂₅H₃₀N₆O₇
• Molecular Weight: 526.5417
• EINECS: 280-494-4
• Mol File: 83575-44-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 847.4°C at 760 mmHg
• Flash Point: 466.3°C
• Appearance: /
• Density: 1.373g/cm³
• Vapor Pressure: 5.56E-29mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 1-(benzyloxycarbonyl)-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(benzyloxycarbonyl)-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide(83575-44-4)
• EPA Substance Registry System: 1-(benzyloxycarbonyl)-L-prolyl-N5-carbamoyl-N-(4-nitrophenyl)-L-ornithinamide(83575-44-4)

Safety Data

• Hazardous Substances Data: 83575-44-4(Hazardous Substances Data)

Usage

Explanation

The full chemical name of the compound, which is a synthetic peptide.

Explanation

A shorter, more commonly used name for the compound.

Explanation

The compound is a synthetically created peptide, which is a chain of amino acids.

Explanation

The compound is composed of specific amino acids, including proline and ornithine.

Explanation

The compound has potential uses in the fields of biology and pharmacology due to its interactions with enzymes and proteins.
7. Enzyme inhibition

Explanation

Z-PRO-ORN-Npa has been studied for its ability to inhibit certain enzymes, making it a valuable tool for research in biochemistry and pharmaceuticals.
8. Protein interactions

Explanation

The compound is known to interact with proteins, which can be useful for understanding protein functions and developing new drugs or treatments.
9. Substrate for enzymatic activity

Explanation

Due to its structure and properties, Z-PRO-ORN-Npa can be used as a substrate to investigate enzymatic activity.
10. Drug development

Explanation

The compound's interactions with enzymes and proteins make it a useful starting point for developing new drugs or treatments in the pharmaceutical industry.

Type

Synthetic peptide

Amino acids

Proline, Ornithine

Additional groups

Carbamoyl group, Benzyloxycarbonyl group, 4-nitrophenyl group
6. Biological and pharmacological applications

InChI:InChI=1/C25H30N6O7/c26-24(34)27-14-4-8-20(22(32)28-18-10-12-19(13-11-18)31(36)37)29-23(33)21-9-5-15-30(21)25(35)38-16-17-6-2-1-3-7-17/h1-3,6-7,10-13,20-21H,4-5,8-9,14-16H2,(H,28,32)(H,29,33)(H3,26,27,34)/t20-,21-/m0/s1

Upstream product

• 83575-38-6 N₁-carbamoyl-3-benzyloxycarbonylamidopiperidin-2-one 
• 3304-59-4 N-benzyloxycarbonyl-L-proline p-nitrophenyl ester 
• 6692-89-3 N^α-benzyloxy-carbonyl-L-citrulline 

Downstream Products

• 83575-47-7 benzyloxycarbonyl-D-phenylalanyl-L-prolyl-L-citrulline p-nitroanilide 
• 83575-46-6 benzyloxycarbonylglycyl-L-prolyl-L-citrulline p-nitroanilide 
• 83575-45-5 L-prolyl-L-citrulline p-nitroanilide hydrobromide 

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.