114717-14-5

Basic information

• Product Name: 3-Imidazolyl-L-alanine
• Synonyms: L-SS-IMIDAZOLYL ALANINE;L-β-imidazolyl alanine;(S)-2-Amino-3-(imidazol-1-yl)propanoic acid;3-Imidazolyl-L-alanine;Ccris 7951;L-Isohistidine;(S)-2-amino-3-(1H-imidazol-1-yl)propanoic acid;(S)-2-((1H-imidazol-1-yl)amino)propanoic acid
• CAS NO: 114717-14-5
• Molecular Formula: C₆H₉N₃O₂
• Molecular Weight: 155.15
• Product Categories: Amino Acids;unnatural amino acids
• Mol File: 114717-14-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 417.297 °C at 760 mmHg
• Flash Point: 206.174 °C
• Appearance: /
• Density: 1.445 g/cm³
• Vapor Pressure: 1.04E-07mmHg at 25°C
• Refractive Index: 1.631
• PKA: 1.95±0.10(Predicted)
• CAS DataBase Reference: 3-Imidazolyl-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Imidazolyl-L-alanine(114717-14-5)
• EPA Substance Registry System: 3-Imidazolyl-L-alanine(114717-14-5)

Safety Data

• Hazardous Substances Data: 114717-14-5(Hazardous Substances Data)

Usage

General Description

3-Imidazolyl-L-alanine is a chemical compound that belongs to the family of amino acids. It is known to carry a structural element of L-(+)-imidazole-L-alanine derivatives. Like other amino acids, it plays key roles in various biological systems and contributes to the synthesis of proteins. However, being a non-standard amino acid, it might not be directly involved in the process of protein synthesis. Its exact biological function, toxicity, and related impacts on human health are still subjects of scholarly research.

InChI:InChI=1/C6H9N3O2/c7-5(6(10)11)3-9-2-1-8-4-9/h1-2,4-5H,3,7H2,(H,10,11)/t5-/m0/s1

Upstream product

• 288-32-4 1H-imidazole 

Relevant articles and documents

Synthesis of novel non-proteinogenic α-amino acids with charged imidazolium fragment in the side chain

Zwitterionic imidazolium and benzimidazolium salts bearing chiral amino acid moiety were synthesized using chiral NiII complexes. Different N-derivatives of the synthesized enantiomerically pure amino acids were prepared; their zwitterionic str

ASYMMERTIC SYNTHESIS OF Β-SUBSTITUTED α-AMINO ACIDS VIA A CHIRAL Ni(II) COMPLEX OF DEHYDROALANINE

An efficient approach to the asymmetric synthesis of β-substituted (S)-alanines is describen.The chiral Ni(II) complex of a Schiff base derived from (S)-o-N-(N-benzylpropyl)aminobenzophenone (BBP) and glycine was treated with formaldehyde and sodium methoxide to give a corresponding (R)-serine complex which, in turn, was converted to the chiral Ni(II) dehydroalanine complex.Michael type base catalyzed addition of nucleophiles (including MeOH, Me2NH, PhCH2NH2, imidazole, PhSH, PhCH2SH,, malonic ester and benzylmagnesium chloride) produced a mixture of diastereoisomeric complexes with a 70-90percent excess of S,S (or L,L) isomers over the S,R (or L,D) ones.The cleavage of pure diastereoisomers with aqueous HCl gave, in good yields, β-substituted (S) (or L)-alanines and regenerated the chiral auxiliary (BBP).