90921
2-Acetamido-1,2-dideoxynojirimycin
≥98.0% (TLC)
Sinônimo(s):
2-Acetamido-1,2,5-trideoxy-1,5-imino-D-glucitol
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About This Item
Fórmula empírica (Notação de Hill):
C8H16N2O4
Número CAS:
Peso molecular:
204.22
Número MDL:
Código UNSPSC:
12352201
ID de substância PubChem:
NACRES:
NA.25
Produtos recomendados
Ensaio
≥98.0% (TLC)
Formulário
powder
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
CC(=O)N[C@H]1CN[C@H](CO)[C@@H](O)[C@@H]1O
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
chave InChI
GBRAQQUMMCVTAV-LXGUWJNJSA-N
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Aplicação
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.
Embalagem
Bottomless glass bottle. Contents are inside inserted fused cone.
Outras notas
To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órgãos-alvo
Respiratory system
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Equipamento de proteção individual
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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 Legler et al.
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
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
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