6851-51-0

Basic information

• Product Name: N-carbamoylputrescine
• Synonyms: N-carbamoylputrescine;Urea, N-(4-aminobutyl)-
• CAS NO: 6851-51-0
• Molecular Formula: C₅H₁₃N₃O
• Molecular Weight: 131.18
• Mol File: 6851-51-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 249°C at 760 mmHg
• Flash Point: 104.4°C
• Appearance: /
• Density: 1.054g/cm³
• Vapor Pressure: 0.0235mmHg at 25°C
• Refractive Index: 1.489
• PKA: 14.20±0.46(Predicted)
• CAS DataBase Reference: N-carbamoylputrescine(CAS DataBase Reference)
• NIST Chemistry Reference: N-carbamoylputrescine(6851-51-0)
• EPA Substance Registry System: N-carbamoylputrescine(6851-51-0)

Safety Data

• Hazardous Substances Data: 6851-51-0(Hazardous Substances Data)

Usage

General Description

N-carbamoylputrescine is an organic compound that belongs to the class of chemicals known as polyamines, which are small compounds having more than two amine groups. It is an important intermediate in the production of polyamines in plants. N-carbamoylputrescine is produced from the reaction of putrescine and carbamoyl phosphate catalysed by the enzyme arginine decarboxylase. It is also involved in arginine and proline metabolism, behaving as both a substrate and product in its biochemical pathways. This chemical is not naturally found in humans but is important in certain organisms and biological processes given its role in polyamine biosynthesis. In terms of physical properties, it usually exists as a solid and its molecular weight is around 145.2 g/mol.

InChI:InChI=1/C5H13N3O/c6-3-1-2-4-8-5(7)9/h1-4,6H2,(H3,7,8,9)

Upstream product

• 306-60-5 1-(4-aminobutyl)guanidine 

Downstream Products

• 110-60-1 1,4-diaminobutane 

Relevant articles and documents

Characterization and inactivation of an agmatine deiminase from Helicobacter pylori

Helicobacter pylori encodes a potential virulence factor, agmatine deiminase (HpAgD), which catalyzes the conversion of agmatine to N-carbamoyl putrescine (NCP) and ammonia - agmatine is decarboxylated arginine. Agmatine is an endogenous human cell signaling molecule that triggers the innate immune response in humans. Unlike H. pylori, humans do not encode an AgD; it is hypothesized that inhibition of this enzyme would increase the levels of agmatine, and thereby enhance the innate immune response. Taken together, these facts suggest that HpAgD is a potential drug target. Herein we describe the optimized expression, isolation, and purification of HpAgD (10-30 mg/L media). The initial kinetic characterization of this enzyme has also been performed. Additionally, the crystal structure of wild-type HpAgD has been determined at 2.1 A resolution. This structure provides a molecular basis for the preferential deimination of agmatine, and identifies Asp198 as a key residue responsible for agmatine recognition, which has been confirmed experimentally. Information gathered from these studies led to the development and characterization of a novel class of haloacetamidine-based HpAgD inactivators. These compounds are the most potent AgD inhibitors ever described.