211054-03-4

Basic information

• Product Name: (R)-2-AMINOHEPT-6-YNOIC ACID
• Synonyms: (R)-2-AMINOHEPT-6-YNOIC ACID;D-BISHOMOPROPARGYLGLYCINE;H-D-BPG-OH;H-D-BishoMoGly(Propargyl)-OH;(2R)-2-Amino-6-heptynoic acid
• CAS NO: 211054-03-4
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• Product Categories: Unusual Amino Acids
• Mol File: 211054-03-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-2-AMINOHEPT-6-YNOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-AMINOHEPT-6-YNOIC ACID(211054-03-4)
• EPA Substance Registry System: (R)-2-AMINOHEPT-6-YNOIC ACID(211054-03-4)

Safety Data

• Hazardous Substances Data: 211054-03-4(Hazardous Substances Data)

Usage

Description

(R)-2-AMINOHEPT-6-YNOIC ACID, a derivative of the amino acid cysteine, is a significant chemical compound characterized by the presence of an amino group and a carboxylic acid group. It plays a crucial role in the biosynthesis of the neurotransmitter gamma-aminobutyric acid (GABA) in the brain and has garnered attention for its potential therapeutic applications, particularly in nervous system disorders. Furthermore, its antimicrobial properties make it a promising candidate for the development of new antibiotics.

Uses

Used in Pharmaceutical Industry:
(R)-2-AMINOHEPT-6-YNOIC ACID is used as an intermediate in the synthesis of neurotransmitters for its involvement in the production of gamma-aminobutyric acid (GABA) in the brain, which is essential for maintaining the balance of neuronal activity and preventing overexcitation.
Used in Nervous System Disorder Treatment:
(R)-2-AMINOHEPT-6-YNOIC ACID is used as a potential therapeutic agent for nervous system disorders due to its role in neurotransmitter synthesis and its potential to alleviate symptoms associated with these conditions.
Used in Antibiotic Development:
(R)-2-AMINOHEPT-6-YNOIC ACID is used as a compound with antimicrobial properties, making it a valuable resource in the development of new antibiotics to combat drug-resistant bacterial infections.

Upstream product

• 121704-07-2 2-(2-Chloro-acetylamino)-hept-6-ynoic acid 

Downstream Products

• 211054-06-7 (R)-2-(Toluene-4-sulfonylamino)-hept-6-ynoic acid methyl ester 

Relevant articles and documents

Nα-Fmoc-protected ω-azido- and ω-alkynyl-L- amino acids as building blocks for the synthesis of "clickable" peptides

The growing interest in the 1,4-disubstituted-1,2,3-triazolyl moiety as an amide bond surrogate and its formation through very mild, chemoselective, and bioorthogonal CuI-catalyzed Huisgen 1,3-dipolar [3+2] cycloaddition of an alkynyl to an azi

Kinetic Resolution of Unnatural and Rarely Occuring Amino Acids: Enantioselective Hydrolysis of N-Acyl Amino Acids Catalyzed by Acylase I

Acylase I (aminoacylase; N-acylamino-acid amidohydrolase, EC 3.5.1.14, from porcine kidney and the fungus Aspergillus) is broadly applicable enzymatic catalyst for the kinetic resolution of unnatural and rarely occuring α-amino acids.Its enantioselectivity for the hydrolysis of N-acyl L-α-amino acids is nearly absolute, yet it accepts substrates having a wide range of structure and functionality.This paper reports the initial rates of enzyme-catalyzed hydrolysis of over 50 N-acyl amino acids and analogues, the stabilities of the enzymes in aqueous and aqueous/organic solutions, and the effects of different acyl groups and metal ions on the rates of enzymatic hydrolysis.Eleven α-amino and α-methyl α-amino acids were resolved on a 2-29-g scale.Crude L- and D-amino acid products had generally >90percent ee.The utility of resolved amino acids as chiral synthons was illustrated by the preparation of (R)- and (S)-1-butene oxide and the diastereoselective (cis:trans, 7-8:1) iodolactonization of three 2-amino-4-alkenoic acid derivatives.