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3459-18-5, 4-Nitrophenyl-2-acetamido-2-deoxy-β-D-glucopyranoside, CAS: 3459-18-5

PNP-GlcNAc, 4-Nitrophenyl-2-acetamido-2-deoxy-β-D-glucopyranoside, CAS: 3459-18-5
C14H18N2O8 / 342.30
MFCD00063696

4-Nitrophenyl 2-acetamido-2-deoxy-b-D-glucopyranoside

Chromogenic substrate for N-acetylglucosaminidase.

4-Nitrophenyl-N-acetyl-β-D-glucosaminide is a chromogenic substrate for N-acetyl-β-glucosaminidase. Hydrolysis of 4-nitrophenyl-N-acetyl-β-D-glucosaminide by N-acetyl-β-glucosaminidase releases 4-nitrophenol, which can be quantified by colorimetric detection at 405 nm as a measure of N-acetyl-β-glucosaminidase activity. It has been used to quantify the activity of N-acetyl-β-D-glucosaminidase in human serum and urine in parenterally fed patients.

4-nitrophenyl N-acetyl-beta-D-glucosaminide is an N-acetyl-beta-D-glucosaminide in which the anomeric hydroxy hydrogen is replaced by a 4-nitrophenyl group. It has a role as a chromogenic compound. It is a C-nitro compound and a N-acetyl-beta-D-glucosaminide. It derives from a 4-nitrophenol.


CAS Number3459-18-5
Product Name4'-Nitrophenyl-2-acetamido-2-deoxy-beta-glucopyranoside
IUPAC NameN-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
Molecular FormulaC14H18N2O8
Molecular Weight342.3 g/mol
InChIInChI=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 KeyOMRLTNCLYHKQCK-DHGKCCLASA-N
SMILESCC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)[N+](=O)[O-])CO)O)O
Synonyms4-nitrophenyl N-acetyl-beta-D-glucosaminide, 4-nitrophenyl N-acetylglucosamine, 4-nitrophenyl-2-acetamido-2-deoxy-beta-D-glucopyranoside, 4-nitrophenyl-N-acetyl-2-deoxyglucopyranoside, 4-nitrophenyl-N-acetyl-2-deoxyglucopyranoside, (alpha)-isomer, 4-nitrophenyl-N-acetyl-beta-D-glucopyranoside, 4-nitrophenyl-N-acetylglucosamine, NP-GlcNAc, p-nitrophenyl-N-acetyl-beta-D-glucopyranoside, para-nitrophenyl-N-acetyl-beta-D-glucopyranoside, PNP-GlcNAc, pNPGlcNAc
Canonical SMILESCC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)[N+](=O)[O-])CO)O)O
Isomeric SMILESCC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1OC2=CC=C(C=C2)[N+](=O)[O-])CO)O)O


ItemsStandardsResults
AppearanceWhite crystal powderComplies
SolubilitySoluble in DMF, insoluble in etherComplies
IdentificationIR and HPLCComplies
Melting point206℃ ~  210 °C207℃ ~209 ℃

Specific   rotation

( [α]23/D, c =0.3 inH2O)

-18 ~  -20-19.5
Any other impurityMax. 0.5%Complies
p-NitrophenolMax. 50ppmComplies
Heavy metalMax. 20ppmComplies
Residue on ignitionMax. 0.5%0.10%
TLCShould be one spotOne spot
Assayby HPLC Min. 98%99.20%

CAS No: 3459-18-5 Synonyms: GlcNAc-b-PNP4-Nitrophenyl N-acetyl-b-D-glucosaminePNP-GlcNAc4-Nitrophenyl N-acetyl-b-D-glucosaminide MDL No: MFCD00063696 Chemical Formula: C14H18N2O8 Molecular Weight: 342.30

In Stock.

现货

References:

1. Muruhn D, Chim. Acta 1976, 73, 453


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