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N-Chloroacetyl-DL-valine is a natural amino acid with the formula CH3C(O)NH2. It is one of the 22 proteinogenic amino acids. The N-chloroacetyl group in this compound is attached to nitrogen at the α-position, and its carboxylic acid moiety is attached to the β-position of the amino acid backbone. In crystallized form, it has a n-terminal pyrolysable amide bond that can be cleaved by heat. In solution, it hydrolyzes readily to DL-alanine and chloroacetic acid. Aminoacylase and dipeptidase enzymes catalyze this reaction in vivo. NCA is an L-amino acid that contains an α-carbon atom with two substituents: an amide group (NHCOCH3) and a chloroacetyl group (CH3C(O)Cl). The molecular weight
Chemical properties
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