Gentiobiose, a constituent of deoxyribonucleic acid from coliphage T6.

S. Kuno,I. Lehman

Published 1962 in Journal of Biological Chemistry

ABSTRACT

The deoxyribonucleic acid of the T-even coliphages contains glucosylated and nonglucosylated 5-hydroxymethylcytosine in place of cytosine (l-6). In the case of deoxyribonucleic acid from phage T6, 72y0 of the 5-hydroxymethylcytosine residues are diglucosylated. In T2 deoxyribonucleic acid, 70% of the 5-hydroxymethylcytosine residues are monoglucosylated, but 5% bear diglucosyl units. A recent investigation of the configuration of the disaccharides bound to the 5-hydroxymethylcytosine nucleotides of deoxyribonucleic acid from T2 and T6 showed the glucose units to be p linked to each other and joined to the hydroxymethyl group of the 5-hydroxymethylcytosine by an cr linkage (6). In the present study, the disaccharide from T6 deoxyribonucleic acid was identified as gentiobiose, 6-O-O-D-ghcOpyranOSyl-D-ghCOSe. This disaccharide is unique to deoxyribonucleic acid from phage T6 and possibly T2 and has been observed only in such glycosides as amygdalin and crocin, and as part of the trisaccharide, gentianose.

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