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N8759

Sigma-Aldrich

4-Nitrophenyl N-acetyl-α-D-glucosaminide

≥98%

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Synonyme(s) :
p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside
Formule empirique (notation de Hill):
C14H18N2O8
Numéro CAS:
10139-02-3
Poids moléculaire :
342.30
Numéro CE :
233-392-9
Numéro MDL:
MFCD00006592
Code UNSPSC:
12352204
ID de substance PubChem :
24897691
Nomenclature NACRES :
NA.32

Niveau de qualité

100

Pureté

≥98%

Forme

powder

Solubilité

warm ethanol: acetic acid (1:1): 20 mg/mL, clear, colorless to faintly yellow

Temp. de stockage

−20°C

Chaîne SMILES 

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1Oc2ccc(cc2)[N+]([O-])=O

InChI

1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14+/m1/s1

Clé InChI

OMRLTNCLYHKQCK-KSTCHIGDSA-N

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Application

4-Nitrophenyl N-acetyl-α-D-glucosaminide is used as a substrate for determining the hydrolysing activities of pnp-glycopyranosides in the gut of larval and adult Psacothea hilaris.

Actions biochimiques/physiologiques

4-Nitrophenyl N-acetyl-α-D-glucosaminide is used as a substrate for analysing β-hexoaminidase activity at 37°C and analysed at 405 nm.

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Study of subcellular localization and proteolysis of ataxin-3
Pozzi C, et al.
Neurobiology of Disease, 30(2), 190-200 (2008)
Diet and carbohydrate digestion in the yellow-spotted longicorn beetle Psacothea hilaris
Scrivener AM, et al.
Journal of Insect Physiology, 43(11), 1039-1052 (1997)
N O Keyhani et al.
The Journal of biological chemistry, 271(52), 33414-33424 (1996-12-27)
Chitin catabolism in Vibrio furnissii comprises several signal transducing systems and many proteins. Two of these enzymes are periplasmic and convert chitin oligosaccharides to GlcNAc and (GlcNAc)2. One of these unique enzymes, a chitodextrinase, designated EndoI, is described here. The
Kenji Osumi et al.
Carbohydrate research, 339(15), 2633-2635 (2004-10-13)
We found that the recombinant endo-beta-N-acetylglucosaminidase of Mucor hiemalis (Endo-M) expressed in Candida boidinii had the transglycosylation activity of transferring a bisecting hybrid-type oligosaccharide from an ovalbumin glycopeptide to the acceptor (p-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside) in a good yield of 43%.
Jin-Jin Xie et al.
International journal of biological macromolecules, 39(4-5), 159-164 (2006-07-04)
Chemical modification of p-chloromercuribenzoate (PCMB) on beta-N-acetyl-d-glucosaminidase (NAGase, EC 3.2.1.52) from green crab (Scylla serrata) has been studied. The results show that sulfhydryl group is essential for the activity of the enzyme. Inhibitory kinetics of the enzyme by mercuric chloride
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