کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1366168 981582 2006 10 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Inhibition of O-GlcNAcase by PUGNAc is dependent upon the oxime stereochemistry
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Inhibition of O-GlcNAcase by PUGNAc is dependent upon the oxime stereochemistry
چکیده انگلیسی

The potent O-GlcNAcase inhibitor PUGNAc was synthesized and two isomers based on the E and Z stereochemistry of the oxime moiety were separated, defined, and tested for activity. Several lines of evidence were examined in an effort to define the correct stereochemical assignments of each form of PUGNAc. The ability of the Z stereoisomer to undergo the Beckmann rearrangement was ultimately the most definitive proof. It was determined via both in vitro and intact cell experiments that the Z form of PUGNAc was vastly more potent an inhibitor of O-GlcNAcase than the E form.

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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry - Volume 14, Issue 3, 1 February 2006, Pages 837–846
نویسندگان
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