3685-52-7

Basic information

• Product Name: 3-(3-Furyl)-DL-alanine
• Synonyms: 3-(3-Furyl)-DL-alanine;2-AMino-3-(furan-3-yl)propanoic acid;RS-3-Furanalanine
• CAS NO: 3685-52-7
• Molecular Formula: C7H9NO3
• Molecular Weight: 155.15126
• Mol File: 3685-52-7.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-(3-Furyl)-DL-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-Furyl)-DL-alanine(3685-52-7)
• EPA Substance Registry System: 3-(3-Furyl)-DL-alanine(3685-52-7)

Safety Data

• Hazardous Substances Data: 3685-52-7(Hazardous Substances Data)

Usage

General Description

3-(3-Furyl)-DL-alanine, also known as FDLA, is a chemical compound with a furan ring and an alanine backbone. It is a synthetic amino acid derivative that can be found in certain foods and is also used as a flavoring agent. FDLA has been studied for its potential use in the treatment of various health conditions, including diabetes, obesity, and inflammation. It has also been shown to have antioxidant properties and may have potential use in the development of new pharmaceuticals. FDLA is considered safe for consumption and has been approved for use in certain food products.

Upstream product

• 128941-47-9 (rac)-2-formylamino-3-furan-3-yl-propionic acid 
• 811860-60-3 3-(furan-3-yl)-2-(hydroxyimino)propanoic acid 
• 128941-45-7 2-formylamino-2-furan-3-yl-methyl-malonic acid 
• 128941-43-5 2-formylamino-2-furan-3-yl-methyl-malonic acid diethyl ester 
• 4412-91-3 furan-3-methanol 
• 14497-29-1 3-(chloromethyl)furan 
• 498-60-2 furan-3-carboxaldehyde 

Relevant articles and documents

The interaction of heteroaryl-acrylates and alanines with phenylalanine ammonia-lyase from parsley

Acrylic acids and alanines substituted with heteroaryl groups at the β-position were synthesized and spectroscopically characterized (UV, HRMS, 1H NMR, and 13C NMR spectroscopy). The heteroaryl groups were furanyl, thiophenyl, benzofuranyl, and benzothiophenyl and contained the alanyl side chains either at the 2- or 3-positions. While the former are good substrates for phenylalanine ammonia lyase (PAL), the latter compounds are inhibitors. Exceptions are thiophen-3-yl-alanine, a moderate substrate and furan-3-yl-alanine, which is inert. Possible reasons for these exceptions are discussed. Starting from racemic het eroaryl-2-alanines their D-enantiomers were prepared by using a stereodestructive procedure. From the heteroaryl-2- acrylates, the L-enantiomers of the heteroaryl-2-alanines were prepared at high ammonia concentration. These results can be best explained by a Friedel - Crafts-type electrophilic attack at the aromatic part of the substrates as the initial step of the PAL reaction.