4-Nitrophenyl 2-acetamido-2-deoxyhexopyranoside

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Names

[ CAS No. ]:
3459-18-5

[ Name ]:
4-Nitrophenyl 2-acetamido-2-deoxyhexopyranoside

[Synonym ]:
4-nitrophenyl-N-acetyl-Beta-D-glucosaminide
EINECS 222-398-7
4-Nitrophenyl 2-acetamido-2-deoxyhexopyranoside
4-Nitrophenyl 2-AcetaMido-2-deoxy-β-D-glucopyranoside
4-Nitrophenyl-2-acetamido-2-deoxy-beta-D-glucopyranoside
Hexopyranoside, 4-nitrophenyl 2-(acetylamino)-2-deoxy-
4-N-pyrrolomethylbenzoic acid
4-Nitrophenyl N-Acetyl-β-D-glucosaminide
MFCD00063696
4-Pyrrol-1-ylmethyl-benzoic acid

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
694.7±55.0 °C at 760 mmHg

[ Melting Point ]:
210 - 212ºC

[ Molecular Formula ]:
C14H18N2O8

[ Molecular Weight ]:
342.301

[ Flash Point ]:
374.0±31.5 °C

[ Exact Mass ]:
342.106323

[ PSA ]:
154.07000

[ LogP ]:
0.00

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.620

[ Storage condition ]:
−20°C

[ Water Solubility ]:
H2O: 5 mg/mL, clear, colorless to very faintly yellow

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi: Irritant;

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Precursor & DownStream

Precursor

  • [(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate
  • 2-acetamido-2-deoxy-alpha-D-glucopyranosyl chloride 3,4,6-triacetate
  • 4-Nitrophenol
  • Sodium 4-nitrophenoxide
  • N-acetyl-α-D-glucosamine
  • Bate-D-Galactosamine pentaacetate
  • p-nitrophenyl beta-d-n,n'-diacetylchitobiose

DownStream

  • p-nitrophenyl 2-acetamido-2-deoxy-6-O-(β-D-galactopyranosyl)-β-D-glucopyranoside
  • Gal1-b-3GlcNAc-b-PNP
  • 4-Nitrophenyl2-acetamido-2-deoxy-4,6-O-benzylidene-b-D-glucopyranoside
  • p-nitrophenyl beta-d-n,n'-diacetylchitobiose
  • (E)-5-cyclohexylidene-2,4-pentadienal
  • N-acetyl-α-D-glucosamine
  • 4-Nitrophenol
  • 4-Nitrophenyl2-acetamido-2-deoxy-3,6-di-O-benzoyl-b-D-galactopyranoside
  • [(2R,3S,4R,5R,6S)-5-acetamido-3,4-diacetyloxy-6-(4-nitrophenoxy)oxan-2-yl]methyl acetate

Articles

Syntheses of the 3- and 4-thio analogues of 4-nitrophenyl 2-acetamido-2-deoxy-beta-D-gluco- and galactopyranoside.

Carbohydr. Res. 342(15) , 2212-22, (2007)

The syntheses of 4-nitrophenyl beta-glycosides of the 3-thio and 4-thio analogues of the two principal 2-acetamido-2-deoxy-hexoses found in living systems, GlcNAc and GalNAc, are described. While synt...

Chitin oligosaccharide synthesis by rhizobia and zebrafish embryos starts by glycosyl transfer to O4 of the reducing-terminal residue.

Biochemistry 38(13) , 4045-52, (1999)

Lipochitin oligosaccharides are organogenesis-inducing signal molecules produced by rhizobia to establish the formation of nitrogen-fixing root nodules in leguminous plants. Chitin oligosaccharide bio...

Purification and characterization of beta-N-acetylhexosaminidase from Trichoderma harzianum.

Agric. Biol. Chem. 55(11) , 2817-23, (1991)

beta-N-Acetylhexosaminidase was produced by Trichoderma harzianum cultivated with chitin as the growth substrate. The enzyme was purified 13.2-fold to homogeneity by ultrafiltration and sequential chr...


More Articles


Related Compounds

  • 4-nitrophenyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
  • 4-Nitrophenyl 2-(Acetamido)-2-deoxy-3-O-α-D-galactopyranosyl-α-D-galactopyranoside
  • 4-Nitrophenyl 2-acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-α-D-glucopyranoside
  • 4-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside
  • 4-NITROPHENYL 2-ACETAMIDO-2-DEOXY--4-O-A-L-FUCOPYRANOSYL)-B-D-GLUCOPYRANOSIDE
  • 3-fluoro-4-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside