Influence of a remote oh group on the stability of the phosphoramide bond in an ester of uridylyl(5′→N)alanine

Autor:	V. D. Smirnov, Zoe A. Shabarova, Prokof'ev Ma, N. G. Shinskii
Rok vydání:	1968
Předmět:	Alanine chemistry.chemical_classification Chemistry Stereochemistry Plant Science General Chemistry Cleavage (embryo) General Biochemistry Genetics and Molecular Biology Amino acid Hydrolysis chemistry.chemical_compound Group (periodic table) Intramolecular force Molecule Phosphoramide
Zdroj:	Chemistry of Natural Compounds. 4:93-98
ISSN:	1573-8388 0009-3130
DOI:	10.1007/bf00568020
Popis:	1. The ethyl and hydroxyethyl esters of uridylyl(5′→N) alanine have been synthesized and their comparative hydrolytic stabilities in the pH region from 0 to 8 have been studied. 2. It has been shown that the presence of a remote hydroxy group in the molecule of a uridylyl(5′→N)amino acid makes the phosphoramide link more labile in the region of weakly acid and neutral pH values. 3. At pH 3–5, the hydroxy ethyl ester of uridylyl(5′→N)alanine undergoes an intramolecular rearrangement with the cleavage of the phosphoramide linkage and the formation of a phosphoric diester linkage.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2d5785a2134cce12e216c1d7900301f1 https://doi.org/10.1007/bf00568020 Zobrazit plný text záznamu Full text from SpringerLink