191479-25-1Relevant academic research and scientific papers
A search for pyrophosphate mimics for the development of substrates and inhibitors of glycosyltransferases
Wang, Ruo,Steensma, Darryl H.,Takaoka, Yoshikazu,Yun, Joanne W.,Kajimoto, Tetsuya,Wong, Chi-Huey
, p. 661 - 672 (1997)
The design and synthesis of several β-1,4-galactosyltransferase inhibitors are reported. Mimics of the pyrophosphate-Mn2+ complex were the focus of the design. Malonic, tartaric, and monosaccharide moieties were used as replacements of the pyrophosphate moiety, and galactose or azasugars with potent galactosidase inhibitory activity were used as the 'donor' component. Compound 6, in which glucose was used as the pyrophosphate-Mn2+ complex mimic and galactose as the 'donor' component, showed the best inhibitory activity towards the transferase with a K(i) of 119.6 μM.
Synthesis of 6,5′-C-cyclouridine by a novel tandem radical 1,6-hydrogen transfer and cyclization reaction
Yoshimura, Yuichi,Yamazaki, Yoshiko,Wachi, Katsunori,Satoh, Shinya,Takahata, Hiroki
, p. 111 - 114 (2008/03/13)
C-Cyclonucleosides are conformational mimics and, as such, are suitable for investigating steric interactions between nucleosides and the enzymes that utilize them. To achieve the synthesis of C-cyclouridine, we developed a novel tandem radical 1,6-hydrogen transfer and cyclization of a 6-phenylselenouridine derivative, which gave 5,6-dihydro-C-cyclouridine in good yields. The synthesis of 6,5′-C-cyclouridine was accomplished by recovery of the double bond of 5,6-dihydro-C-cyclouridine and subsequent deprotection. Georg Thieme Verlag Stuttgart.
