Bioscience, Biotechnology, and Biochemistry 2003-05-01

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

Kiyoshi Okuyama, Susumu Shibuya, Tomoki Hamamoto, Toshitada Noguchi

Index: Biosci. Biotechnol. Biochem. 67 , 989-95, (2003)

Full Text: HTML

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.

Related Compounds

  • 2-Amino-6-chloropu...

Related Articles:

The screening and characterization of 6-aminopurine-based xanthine oxidase inhibitors.

2007-05-15

[Bioorg. Med. Chem. 15 , 3450-6, (2007)]

Molecular crowding enhances facilitated diffusion of two human DNA glycosylases.

2015-04-30

[Nucleic Acids Res. 43 , 4087-97, (2015)]

Additive Pummerer reaction of 3,5-O-(di-tert-butyl)silylene-4-thiofuranoid glycal: a high-yield and beta-selective entry to 4'-thioribonucleosides.

2009-03-20

[J. Org. Chem. 74(6) , 2616-9, (2009)]

Testing nucleoside analogues as inhibitors of Bacillus anthracis spore germination in vitro and in macrophage cell culture.

2010-12-01

[Antimicrob. Agents Chemother. 54 , 5329-36, (2010)]

Lead compounds for antimalarial chemotherapy: purine base analogs discriminate between human and P. falciparum 6-oxopurine phosphoribosyltransferases.

2006-12-14

[J. Med. Chem. 49 , 7479-86, (2006)]

More Articles...