title: Efficient synthesis of triazole moiety-containing nucleotide analogs and their inhibitory effects on a malic enzyme.
abstract: Eleven triazole moiety-containing nucleotide analogs were synthesized starting form tetra-O-acetylribose in 55-63% total yields. The synthesis involved two key steps, the lipase-mediated selective deacylation of 1-azido-2,3,5-tri-O-acetyl-β-D-ribofuranoside and the Huisgen 1,3-dipolar cycloaddition between terminal alkynes and the 1-azido ribofuranoside derivative. These analogs showed inhibitory effects against a recombinant Escherichia coli NAD-dependent malic enzyme.
authors.affiliation: Dalian Institute of Chemical Physics, CAS, Dalian, PR China.
authors.forename: Shuhua
authors.initials: S
authors.lastname: Hou
authors.forename: Wujun
authors.initials: W
authors.lastname: Liu
authors.forename: Debin
authors.initials: D
authors.lastname: Ji
authors.forename: Zongbao Kent
authors.initials: ZK
authors.lastname: Zhao
mesh_terms: D004791:Enzyme Inhibitors / Q000138:chemical synthesis*; D004926:Escherichia coli / Q000187:drug effects; D008291:Malate Dehydrogenase / Q000037:antagonists & inhibitors*; D009711:Nucleotides / Q000138:chemical synthesis*; D014230:Triazoles / Q000737:chemistry*
chemical_list: D004791:Enzyme Inhibitors; D009711:Nucleotides; D014230:Triazoles; D008291:Malate Dehydrogenase; C046446:malate dehydrogenase-(oxaloacetate-decarboxylating) (NAD+)