4-NITROPHENYL-N-ACETYL-BETA-D-GLUCOSAMINIDE

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Catalog No: A10GD-4132
Cas No: 3459-18-5
Properties: Mol Formula: C14H18N2O8, Mol Weight: 342.3
IUPAC Name: N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
Synonym: 4-Nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside, 4-Nitrophenyl N-acetyl-beta-D-glucosaminide, N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide

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

Chromogenic substrate for N-acetylglucosaminidase.

4-Nitrophenyl-N-acetyl-?-D-glucosaminide is a chromogenic substrate for N-acetyl-?-glucosaminidase. Hydrolysis of 4-nitrophenyl-N-acetyl-?-D-glucosaminide by N-acetyl-?-glucosaminidase releases 4-nitrophenol, which can be quantified by colorimetric detection at 405 nm as a measure of N-acetyl-?-glucosaminidase activity. It has been used to quantify the activity of N-acetyl-?-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 Number 3459-18-5
Product Name 4′-Nitrophenyl-2-acetamido-2-deoxy-beta-glucopyranoside
IUPAC Name N-[(2S,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-(4-nitrophenoxy)oxan-3-yl]acetamide
Molecular Formula C14H18N2O8
Molecular Weight 342.3 g/mol
InChI 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-DHGKCCLASA-N
SMILES CC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)[N+](=O)[O-])CO)O)O
Synonyms 4-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 SMILES CC(=O)NC1C(C(C(OC1OC2=CC=C(C=C2)[N+](=O)[O-])CO)O)O
Isomeric SMILES CC(=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

Items Standards Results
Appearance White crystal powder Complies
Solubility Soluble in DMF, insoluble in ether Complies
Identification IR and HPLC Complies
Melting point 206? ~  210 ?C 207? ~209 ?

Specific   rotation

( [?]23/D, c =0.3 inH2O)

  -18 ~  -20 -19.5
Any other impurity Max. 0.5% Complies
p-Nitrophenol Max. 50ppm Complies
Heavy metal Max. 20ppm Complies
Residue on ignition Max. 0.5% 0.10%
TLC Should be one spot One 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.

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References:


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

2. MSDS

3. Tech Data Sheets/Manuals

Size

1 G, 100 MG, 5 G, Other

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