Structure and mechanism of formation of a new adduct from formaldehyde and guanosine.
Reactions between formaldehyde and guanosine in the range pH 4-10 gave N2-hydroxymethylguanosine 1, bis-N2-guanosinylmethane 2 and 7-[7-(beta-D-ribofuranosyl)-purin-6(7H)- on-2-yl]-3-(beta-D-ribofuranosyl)-5,6,7,8-tetrahydro-sym-triazino[ 1,2-alpha] purin-10(3H)-one 3a. The latter is a new adduct, the formation of which occurs in neutral solution, is favoured at higher pH and can be rationalised by a sequence of condensations involving two molecules each of guanosine and formaldehyde.
Kennedy
G
G
Department of Chemistry, University of Newcastle upon Tyne, UK.
Slaich
P K
PK
Golding
B T
BT
Watson
W P
WP
D018736:DNA Adducts / Q000138:chemical synthesis*; D005557:Formaldehyde / Q000737:chemistry* / Q000633:toxicity; D006151:Guanosine / Q000737:chemistry*; D015394:Molecular Structure; D016296:Mutagenesis / Q000502:physiology
D018736:DNA Adducts; D006151:Guanosine; D005557:Formaldehyde