Premium
Reactions of substituted aspirins with amino acids
Author(s) -
Orth Elisa S.,
Medeiros Michelle,
Souza Bruno S.,
Caon Natália B.,
Kirby Anthony J.,
Nome Faruk
Publication year - 2012
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.2971
Subject(s) - chemistry , acylation , amino acid , acetylation , hydrolysis , molecule , density functional theory , computational chemistry , organic chemistry , combinatorial chemistry , biochemistry , catalysis , gene
Acyl transfers are key reactions in biology and in the laboratory. In biological systems they are involved in energy transport, in the assembly of complex molecules and in the mechanisms of efficient action of many hydrolytic enzymes. We report a mechanistic and calculational study of the selective N ‐acylation reactions of amino acids by substituted aspirins, under mild conditions, in water at 25 °C. The acetylated amino‐acid products of the reactions were identified by nuclear magnetic resonance, and the reaction steps were studied by density functional theory. Copyright © 2012 John Wiley & Sons, Ltd.