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2492-87-7

  • Product Name:p-Nitrophenyl β-D-glucopyranoside
  • Molecular Formula:C12H15NO8
  • Molecular Weight:301.253
  • Appearance:White crystals
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Product Details

pd_meltingpoint:165-168 °C

Appearance:White crystals

Purity:99%

p-Nitrophenyl β-D-glucopyranoside Good Supplier In Bulk Supply High Purity 2492-87-7

  • Molecular Formula:C12H15NO8
  • Molecular Weight:301.253
  • Appearance/Colour:White crystals 
  • Vapor Pressure:2.14E-14mmHg at 25°C 
  • Melting Point:165-168 °C 
  • Refractive Index:-102.5 ° (C=1, H2O) 
  • Boiling Point:582.2 °C at 760 mmHg 
  • PKA:12.55±0.70(Predicted) 
  • Flash Point:305.9 °C 
  • PSA:145.20000 
  • Density:1.599 g/cm3 
  • LogP:-0.70330 

4-NITROPHENYL-BETA-D-GLUCOPYRANOSIDE(Cas 2492-87-7) Usage

Purification Methods

Purify 4-nitrophenyl--D-glucopyranoside by recrystallisation from EtOH or H2O. [Montgomery et al. J Am Chem Soc 64 690 1942, Snyder & Link J Am Chem Soc 75 1758 1953.] It is a chromogenic substrate for -glucosidases [Weber & Fink J Biol Chem 255 9030 1980]. [Beilstein 17/7 V53.]

Definition

ChEBI: A beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a 4-nitrophenyl group.

General Description

Chromogenic substrate for β-glucosidase.

InChI:InChI=1/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11-,12-/m1/s1

2492-87-7 Relevant articles

Single-crystal and powder X-ray diffraction and solid-state 13C NMR of p-nitrophenyl glycopyranosides, the derivatives of d-galactose, d-glucose, and d-mannose

Gubica, Tomasz,Temeriusz, Andrzej,Paradowska, Katarzyna,Ostrowski, Andrzej,Klimentowska, Paulina,Cyranski, Michal K.

, p. 1734 - 1744 (2009)

The X-ray diffraction patterns, 13C CP M...

Controllable Iterative β-Glucosylation from UDP-Glucose by Bacillus cereus Glycosyltransferase GT1: Application for the Synthesis of Disaccharide-Modified Xenobiotics

Jung, Jihye,Nidetzky, Bernd,Schachtschabel, Doreen,Speitling, Michael

, p. 14630 - 14642 (2021/12/09)

Glycosylation in natural product metabol...

Applications of Shoda's reagent (DMC) and analogues for activation of the anomeric centre of unprotected carbohydrates

Fairbanks, Antony J.

, (2020/12/07)

2-Chloro-1,3-dimethylimidazolinium chlor...

Direct Synthesis of para-Nitrophenyl Glycosides from Reducing Sugars in Water

Fairbanks, Antony J.,Qiu, Xin

supporting information, (2020/03/24)

Reducing sugars may be directly converte...

Scope of the DMC mediated glycosylation of unprotected sugars with phenols in aqueous solution

Fairbanks, Antony J.,Qiu, Xin

, p. 7355 - 7365 (2020/10/13)

Activation of reducing sugars in aqueous...

2492-87-7 Process route

p-nitrophenyl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside
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p-nitrophenyl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside

L-Rhamnose
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L-Rhamnose

4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

Conditions
Conditions Yield
With α-L-rhamnopyranosidase; In water; at 40 ℃; for 1.5h; Product distribution; 0.1M acetate buffer (pH=4.2), mechanism of action of enzyme;
D-Glucose
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D-Glucose

4-nitro-phenol
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4-nitro-phenol

4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

4-nitrophenyl-α-D-glucopyranoside
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4-nitrophenyl-α-D-glucopyranoside

Conditions
Conditions Yield
With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In 1,4-dioxane; water; at -10 ℃; for 1.16667h; Temperature; stereoselective reaction;
81.818 % de

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