52795-52-5

Basic information

• Product Name: 2R-AMINO-3-BUTENOIC ACID
• Synonyms: 2R-AMINO-3-BUTENOIC ACID;(R)-2-Amino-3-butenoic acid;(R)-2-aminobut-3-enoic acid
• CAS NO: 52795-52-5
• Molecular Formula: C4H7NO2
• Molecular Weight: 101.1
• Mol File: 52795-52-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2R-AMINO-3-BUTENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2R-AMINO-3-BUTENOIC ACID(52795-52-5)
• EPA Substance Registry System: 2R-AMINO-3-BUTENOIC ACID(52795-52-5)

Safety Data

• Hazardous Substances Data: 52795-52-5(Hazardous Substances Data)

Usage

General Description

2R-AMINO-3-BUTENOIC ACID, also known as L-threonine, is one of the 20 standard amino acids that serve as the building blocks of proteins. It is a non-essential amino acid, meaning that it can be synthesized by the human body and does not need to be obtained from the diet. L-threonine plays a crucial role in various physiological processes, including the synthesis of tooth enamel, collagen, and elastin. It is also involved in the formation of neurotransmitters and can help to maintain proper immune function. Additionally, L-threonine is a precursor to the amino acid glycine and is essential for the proper functioning of the central nervous system.

Upstream product

• 87900-26-3 methyl(2R,3S,R)-2-amino-3-hydroxy-4-(dimethyl t-butyl)silyl-butanoate 
• 105763-40-4 (R)-2-phthalimido-4-butenoic acid 
• 152468-91-2 2-tert-butoxycarbonylaminobut-3-enoic acid 
• 75-11-6 diiodomethane 
• 183671-34-3 1-[N-(benzyloxycarbonyl)-(1S)-1-amino-2-oxoethyl]-4-methyl-2,6,7-trioxa-bicyclo[2.2.2]octane 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 98854-91-2 N-<(benzyloxy)carbonyl>-D-vinylglycine methyl ester 
• 1198226-25-3 2-amino-2-vinyl malonic acid 

Relevant articles and documents

Method for Preparing Unnatural Amino Acids

The present invention relates to a manufacturing method of unnatural amino acids and unnatural amino acids manufactured thereby. Specifically, the present invention relates to an asymmetric synthesis method which can manufacture unnatural amino acids having significantly high optical purity, and to the unnatural amino acids manufactured thereby. A manufacturing method of unnatural amino acids represented by chemical formula 6 or chemical formula 7 comprises the steps of: synthesizing a compound represented by chemical formula 4 or chemical formula 5; manufacturing a diol compound; and manufacturing a carboxylic acid compound.COPYRIGHT KIPO 2016

Crystallographic studies on the reaction of isopenicillin N synthase with an unsaturated substrate analogue

Isopenicillin N synthase (IPNS) catalyses conversion of the linear tripeptie δ-(L-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV) to isopenicillin N (IPN), the central step in biosynthesis of the β-lactam antibiotics. The unsaturated substrate analogue δ-(L-α-aminoadipoyl)-L-cysteinyl-D-vinylglycine (ACvG) has previously been incubated with IPNS and a single product was isolated, a 2-α-hydroxymethyl isopenicillin N (HMPen), formed via a monooxygenase mode of reactivity. ACvG has now been crystallised with IPNS and the structure of the anaerobic IPNS:Fe(II):ACvG complex determined to 1.15 A resolution. Furthermore, by exposing the anaerobically grown crystals to high-pressure oxygen gas, a structure corresponding to the bicyclic product HMPen has been obtained at 1.60 A resolution. In light of these and other IPNS structures, and recent developments with related dioxygenases, the [2 + 2] cycloaddition mechanism for HMPen formation from ACvG has been revised, and a stepwise radical mechanism is proposed. This revised mechanism remains consistent with the observed stereospecificity of the transformation, but fits better with apparent constraints on the coordination geometry around the active site iron atom.

Simple Synthesis of L- and D-Vinylglycine (2-Aminobut-3-enoic Acid) and Related Amino Acid

A three-step synthesis of vinylglycine 1 has been developed using a readily available starting material (but-3-enenitrile 2), based on the Neber rearrangement of the corresponding N-chloroimidate, and using cheap, convenient reagents.Also described is a convenient optical resolution of the N-tert-butoxycarbonyl derivative by papain-catalysed enantioselective esterifucation in a two-phase system.From the optically active amino acid, related amino acids obtained via epoxidation, dihydroxylation and cyclopropanation have been prepared.The related β,γ-unsaturated amino acids (E)-2-aminopent-3-enoic acid 20 and (E)-2-amino-3-methylpent-3-enoic acid 22 have been synthesised using the same approach.