773838-08-7

Basic information

• Product Name: 3-[(4-HYDROXYBENZOYL)AMINO]PROPANOIC ACID
• Synonyms: 3-[(4-HYDROXYBENZOYL)AMINO]PROPANOIC ACID;N-(4-HYDROXYBENZOYL)-BETA-ALANINE
• CAS NO: 773838-08-7
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.2
• Mol File: 773838-08-7.mol
• Article Data: 4

Chemical Properties

• Melting Point: 178-180 °C
• Boiling Point: 517.5 °C at 760 mmHg
• Flash Point: 266.8 °C
• Appearance: /
• Density: 1.342 g/cm³
• Vapor Pressure: 1.56E-11mmHg at 25°C
• Refractive Index: 1.589
• PKA: 4.33±0.10(Predicted)
• CAS DataBase Reference: 3-[(4-HYDROXYBENZOYL)AMINO]PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(4-HYDROXYBENZOYL)AMINO]PROPANOIC ACID(773838-08-7)
• EPA Substance Registry System: 3-[(4-HYDROXYBENZOYL)AMINO]PROPANOIC ACID(773838-08-7)

Safety Data

• Hazardous Substances Data: 773838-08-7(Hazardous Substances Data)

Usage

Uses

N-(4-Hydroxybenzoyl)-β-alanine is a metabolite of β-Alanine which is a naturally occurring beta amino acid. It is used in the preparation of the antibiotic closthioamide

InChI:InChI=1/C10H11NO4/c12-8-3-1-7(2-4-8)10(15)11-6-5-9(13)14/h1-4,12H,5-6H2,(H,11,15)(H,13,14)

Upstream product

• 7377-08-4 N-(4-aminobenzoyl)-B-alanine 
• 122-04-3 4-nitro-benzoyl chloride 
• 59642-21-6 N-(4-nitrobenzoyl)-beta-alanine 
• 99-96-7 4-hydroxy-benzoic acid 
• 1280551-80-5 benzyl 3-(4-hydroxybenzamido)propanoate 

Downstream Products

• 1227367-60-3 N,N'-(3,7,13,17-tetraoxo-4,8,12,16-tetraazanonadecane-1,19-diyl)bis(4-hydroxybenzamide) 

Relevant articles and documents

Reconstitution of Iterative Thioamidation in Closthioamide Biosynthesis Reveals Tailoring Strategy for Nonribosomal Peptide Backbones

Thioamide-containing nonribosomal peptides (NRPs) are exceedingly rare. Recently the biosynthetic gene cluster for the thioamidated NRP antibiotic closthioamide (CTA) was reported, however, the enzyme responsible for and the timing of thioamide formation remained enigmatic. Here, genome editing, biochemical assays, and mutational studies are used to demonstrate that an Fe-S cluster containing member of the adenine nucleotide α-hydrolase protein superfamily (CtaC) is responsible for sulfur incorporation during CTA biosynthesis. However, unlike all previously characterized members, CtaC functions in a thiotemplated manner. In addition to prompting a revision of the CTA biosynthetic pathway, the reconstitution of CtaC provides the first example of a NRP thioamide synthetase. Finally, CtaC is used as a bioinformatic handle to demonstrate that thioamidated NRP biosynthetic gene clusters are more widespread than previously appreciated.

CLOSTHIOAMIDES

This invention relates to the field of biologically active compounds and specifically to closthioamides, pharmaceutical compositions comprising these compounds, and their use as antibiotic, antifungal, and/or cytotoxic agent.