Deprotonated carboxylic group of amino acids transforms adenine into its rare prototropic tautomers.
By UV spectroscopic data for anhydrous DMSO solutions and ab initio HF/6-31G** calculations in vacuum it was shown for the first time that deprotonated amino acid carboxylic group is able to change tautomeric state of a nucleotide base, exactly to convert the N9H ground-state prototropic tautomer of adenine into the N7H and N1H rare ones.
Samijlenko
S P
SP
Institute of Molecular Biology and Genetics, National Academy of Sciences of Ukraine, Kyiv.
Bogdan
T V
TV
Trygubenko
S A
SA
Potyahaylo
A L
AL
Hovorun
D M
DM
D000225:Adenine / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D007536:Isomerism; D013056:Spectrophotometry, Ultraviolet; D013816:Thermodynamics
D002264:Carboxylic Acids; D000225:Adenine