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  • Enzymatic synthesis of 2'-deoxyguanosine with nucleoside deoxyribosyltransferase-II.

Enzymatic synthesis of 2'-deoxyguanosine with nucleoside deoxyribosyltransferase-II.

Bioscience, biotechnology, and biochemistry (2003-07-02)
Kiyoshi Okuyama, Susumu Shibuya, Tomoki Hamamoto, Toshitada Noguchi
ABSTRACT

Nucleoside deoxyribosyltransferase-II (NdRT-II) of Lactobacillus helveticus, which catalyzes the transfer of a glycosyl residue from a donor deoxyribonucleoside to an acceptor base, has a broad specificity for the acceptor bases. Six-substituted purines were found to be substrates as acceptor bases for NdRT-II. Using this property of the enzyme, we established a practical procedure for enzymatic synthesis of 2'-deoxyguanosine (dGuo), consisting of the transglycosylation from thymidine to 6-substituted purine (2-amino-6-chloropurine; ACP) instead of natural guanine and the conversion of 2-amino-6-chloropurine-2'-deoxyriboside (ACPdR) to dGuo with bacterial adenosine deaminase. Through the successive reactions, dGuo was synthesized in high yield.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Amino-6-chloropurine, 97%
Sigma-Aldrich
2-Amino-6-chloropurine, ≥99%
Sigma-Aldrich
Nucleoside Deoxyribosyltransferase II from Lactobacillus leichmanii, lyophilized powder, recombinant, expressed in E. coli