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Merck
CN

N8759

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

≥98%, powder

Synonym(s):

p-Nitrophenyl 2-acetamido-2-deoxy-α-D-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C14H18N2O8
CAS Number:
Molecular Weight:
342.30
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
233-392-9
MDL number:
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Product Name

4-Nitrophenyl N-acetyl-α-D-glucosaminide, ≥98%

Quality Level

assay

≥98%

form

powder

solubility

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

storage temp.

−20°C

SMILES string

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

InChI key

OMRLTNCLYHKQCK-KSTCHIGDSA-N

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.

Biochem/physiol Actions

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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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)
Andrzej Temeriusz et al.
Carbohydrate research, 341(15), 2581-2590 (2006-09-05)
The X-ray diffraction analysis of N-o-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamine (1), N-m-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamines, N-p-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamines, and their N-acetyl derivatives was performed. The sugar moieties always adopt (4)C1 conformations, however, due to crystal packing forces they are always slightly distorted. It was found that except N-acetyl, N-m-nitrophenyl-2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosylamine
Study of subcellular localization and proteolysis of ataxin-3
Pozzi C, et al.
Neurobiology of Disease, 30(2), 190-200 (2008)



Global Trade Item Number

SKUGTIN
N8759-10MG04061832918358
N8759-100MG04061834118657
N8759-25MG04061834118664