90921
2-Acetamido-1,2-dideoxynojirimycin
≥98.0% (TLC)
Synonym(s):
2-Acetamido-1,2,5-trideoxy-1,5-imino-D-glucitol
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About This Item
Empirical Formula (Hill Notation):
C8H16N2O4
CAS Number:
Molecular Weight:
204.22
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
InChI
1S/C8H16N2O4/c1-4(12)10-5-2-9-6(3-11)8(14)7(5)13/h5-9,11,13-14H,2-3H2,1H3,(H,10,12)/t5-,6+,7+,8+/m0/s1
SMILES string
CC(=O)N[C@H]1CN[C@H](CO)[C@@H](O)[C@@H]1O
InChI key
GBRAQQUMMCVTAV-LXGUWJNJSA-N
assay
≥98.0% (TLC)
form
powder
storage temp.
2-8°C
Application
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
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Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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B Woynarowska et al.
Anticancer research, 12(1), 161-166 (1992-01-01)
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
H Böshagen et al.
Carbohydrate research, 164, 141-148 (1987-07-01)
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
Yeon Kyu Kim et al.
Glycobiology, 19(3), 301-308 (2008-12-05)
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
G Gradnig et al.
Carbohydrate research, 287(1), 49-57 (1996-06-07)
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
K W Zhao et al.
Protein expression and purification, 19(1), 202-211 (2000-06-02)
alpha-N-Acetylglucosaminidase (EC 3.2.1.50) is a lysosomal enzyme that is deficient in the genetic disorder Sanfilippo syndrome type B. To study the human enzyme, we expressed its cDNA in Lec1 mutant Chinese hamster ovary (CHO) cells, which do not synthesize complex
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