2-Acetamido-1,2-dideoxynojirimycin (2-ADN) is used as an inhibitor (transition analogue) to identify, purify, differentiate and characterized N-acetylglucosaminidase(s) (GlcNAcase). 2-Acetamido-1,2-dideoxynojirimycin is used as a ligand for the affinity purification of N-acetylglucosaminidases.
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Bottomless glass bottle. Contents are inside inserted fused cone.
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Human ovarian carcinoma (HOC) cell beta-N-acetylglucosaminidase (beta-NAG, EC 3.2.1.30) was found to be present in three isoenzymatic forms. All three forms were capable of degrading ECM. Therefore, inhibitors of beta-NAG were sought as potential anti-invasive agents. Two sugar analogs, 2-acetamido-2-deoxy-1,5-gluconolactone
The synthesis of 2-acetamido-1,2-dideoxynojirimycin (2-acetamido-1,2,5-tri-deoxy-1,5-imino-D-glucitol) by a double inversion procedure starting from 1-deoxynojirimycin is reported. The key intermediates were the selectively protected N-benzyl-1,5-dideoxy-1,5-imino-4,6-O-isopropylidene-D-mannitol, the triflate ester N-benzyl-3-O-benzyl-1,5-dideoxy-1,5-imino-4,6-O-isopropylidene-2-O- (tri-fluoromethylsulfonyl)-D-mannitol, and 2-azido-N-benzyl-3-O-benzyl-1,2,5-tri-deoxy-1,5-imino-4,6-O- isopropylidene-D-glucitol, readily obtained in a sequence from 1-deoxynojirimycin. Thus 1-deoxynojirimycin
Biochimica et biophysica acta, 1080(2), 89-95 (1991-10-25)
Two N-acetylglucosaminidases were isolated from bovine kidney with a three step procedure featuring affinity purification on 2-acetamido-1,2,5-trideoxy-1,5-iminoglucitol (2-acetamido-1,2-dideoxynojirimycin, II). The major isoenzyme, Hex A, is an alpha, beta hetero-dimer (57 and 52 kDa) with isoelectric points from pH 5.3 to
Most insect cells have a simple N-glycosylation process and consequently paucimannosidic or simple core glycans predominate. Previously, we have shown that paucimannosidic N-glycan structures are dominant in Drosophila S2 cells. It has been proposed that beta-N-acetylglucosaminidase (GlcNAcase), a hexosaminidase in
6-Azido-1,3,4-tri-O-benzyl-6-deoxy-D-fructofuranose can be easily obtained in two steps from the known 6,6'-diazido-6,6'-dideoxysucrose (available in two steps from sucrose) and cyclized by controlled hydrogenation and concomitant intramolecular reductive amination to give 3,4,6-tri-O-benzyl-1,5-dideoxy-1,5-imino-D-mannitol, a partially protected derivative of 1-deoxymannojirimycin. After N-protection, position
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