Thiogalactopyranosides are resistant to hydrolysis by α-galactosidases.
Thiogalactopyranosides are resistant to hydrolysis by α-galactosidases.
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DOI：
10.1002/cbic.201200155
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发表时间：
2012-07-23
期刊：
影响因子：
3.2
通讯作者：
Palcic, Monica M.
中科院分区：
文献类型：
--
作者：
Adlercreutz, Dietlind;Yoshimura, Yayoi;Mannerstedt, Karin;Wakarchuk, Warren W.;Bennett, Eric P.;Dovichi, Norman J.;Hindsgaul, Ole;Palcic, Monica M.
Fluorescently tagged glycosides containing terminal α(1→3) and α(1→4)-linked thio-galactopyranosides have been prepared and tested for resistance to hydrolysis by α-galactosidases. Eight fluorescent glycosides containing either galactose or 5-thio-galactose as the terminal sugar were enzymatically synthesized using galactosyltransferases with lactosyl glycosides as acceptors and UDP-galactose or UDP-5′-thio-galactose, respectively, as donors. The glycosides were incubated with human α-galactosidase A (CAZy family GH27, a retaining glycosidase), Bacteroides fragilis α-1,3-galactosidase (GH110, an inverting glycosidase) or homogenates of MCF-7 human breast cancer cells and NG108-15 rat glioma cells. Substrate hydrolysis was monitored by capillary electrophoresis with fluorescence detection. All compounds containing terminal O-galactose were readily degraded. Their 5-thio-galactose counterparts were resistant to hydrolysis by human α-galactosidase A and the enzymes present in the cell extracts. B. fragilis α-1,3-galactosidase hydrolyzed both thio- and O-galactoside substrates, however, the thio-galactosides were hydrolyzed at only 1-3% of the rate of O-galactosides. The hydrolytic resistance of 5-thio-galactose was also confirmed by an in vivo study using cells in culture. The results suggest that 5-thio-galactosides maybe useful tools for the study of anabolic pathways in cell extracts or in single cells.
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影响因子：
15
作者：
ANDREWS, JS;WEIMAR, T;PINTO, BM
通讯作者：
PINTO, BM
影响因子：
4.3
作者：
Hashimoto, H;Kawanishi, M;Yuasa, H
通讯作者：
Yuasa, H
DOI：
10.1093/protein/11.4.295
发表时间：
1998-04-01
期刊：
PROTEIN ENGINEERING
影响因子：
--
作者：
Wakarchuk, WW;Cunningham, A;Young, NM
通讯作者：
Young, NM
影响因子：
6.5
作者：
Yu, Robert K.;Nakatani, Yoshihiko;Yanagisawa, Makoto
通讯作者：
Yanagisawa, Makoto
影响因子：
3.5
作者：
Morii, Y;Matsuda, H;Okuno, T
通讯作者：
Okuno, T