[UV spectra of adenine methyl and glycosyl derivatives and their transformation induced by amino acid carboxylic groups].
UV absorption spectra of adenine, adenosine and their methyl derivatives were studied in dimethylsuloxide (DMSO). Considerable changes in UV spectra of adenine under methylation at the 1 and 3 positions, and adenosine under methylation at the 1 position attested the essential structural reconstruction of adenine purine ring. Ade and m6Ade were shown to form complexes with deprotonated carboxylic group of amino acids (carboxylate-ion) through two H-bonds involving amino group and N7H imino group, tautomeric transition N9H-->N7H being initiated namely by interaction with carboxylate-ion. Considerable changes in UV spectra of m1Ade, m1A, and m3Ade under interaction with neutral carboxylic group of amino acids were interpreted as a result of proton transfer from amino acid to the base.
Stepanyugin
A V
AV
Institute of Molecular Biology and Genetics, NAS of Ukraine, Kyiv.
Kolomiets'
I M
IM
Potyahaylo
A L
AL
Samijlenko
S P
SP
Hovorun
D M
DM
D000225:Adenine / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry* / Q000378:metabolism; D002264:Carboxylic Acids / Q000737:chemistry* / Q000378:metabolism; D006031:Glycosylation; D006860:Hydrogen Bonding; D008745:Methylation; D015394:Molecular Structure; D011522:Protons; D013056:Spectrophotometry, Ultraviolet
D000596:Amino Acids; D002264:Carboxylic Acids; D011522:Protons; D000225:Adenine