OGA inhibition by GlcNAc-selenazoline.
The title compound, which differs from the powerful O-GlcNAcase (OGA) inhibitor GlcNAc-thiazoline only at the chalcogen atom (Se for S), is a much weaker inhibitor in a direct OGA assay. In human cells, however, the selenazoline shows comparable ability to induce hyper-O-GlcNAc-ylation, and the two show similar reduction of insulin-stimulated translocation of glucose transporter 4 in differentiated 3T3 adipocytes.
Kim
Eun Ju
EJ
Department of Science Education-Chemistry Major, Daegu University, Gyeongbuk 712-714, Republic of Korea.
Love
Dona C
DC
Darout
Etzer
E
Abdo
Mohannad
M
Rempel
Brian
B
Withers
Stephen G
SG
Rablen
Paul R
PR
Hanover
John A
JA
Knapp
Spencer
S
D041721:3T3-L1 Cells; D000117:Acetylglucosamine / Q000032:analysis / Q000378:metabolism; D017667:Adipocytes / Q000378:metabolism; D000595:Amino Acid Sequence; D000818:Animals; D002454:Cell Differentiation / Q000187:drug effects; D002460:Cell Line; D003016:Clostridium perfringens / Q000201:enzymology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D005944:Glucosamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D051275:Glucose Transporter Type 4 / Q000378:metabolism; D006031:Glycosylation; D006367:HeLa Cells; D006801:Humans; D007328:Insulin / Q000494:pharmacology; D051379:Mice; D008958:Models, Molecular; D008969:Molecular Sequence Data; D015394:Molecular Structure; D016415:Sequence Alignment; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D001619:beta-N-Acetylhexosaminidases / Q000037:antagonists & inhibitors*
D004791:Enzyme Inhibitors; C521910:GlcNAc-thiazoline; D051275:Glucose Transporter Type 4; D007328:Insulin; D013844:Thiazoles; C110628:hexosaminidase C; D001619:beta-N-Acetylhexosaminidases; D005944:Glucosamine; D000117:Acetylglucosamine
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