2001-96-9

Basic information

• Product Name: 4-NITROPHENYL-BETA-D-XYLOPYRANOSIDE
• Synonyms: 4-NITROPHENYL-BETA-D-XYLOPYRANOSIDE;4-NITROPHENYL-BETA-D-XYLOSIDE;4-NITROPHENYL XYLOPYRANOSIDE;P-NITROPHENYL-BETA-D-XYLOPYRANOSIDE;PNP-BETA-D-XYL;PNP BETA-D-XYLOPYRANOSIDE;NITROPHENYL-B-D-XYLOPYRANOSIDE, 4-;XYL1-B-PNP
• CAS NO: 2001-96-9
• Molecular Formula: C₁₁H₁₃NO₇
• Molecular Weight: 271.22
• EINECS: 217-897-1
• Product Categories: Substrates;Biochemistry;Glycosides;Sugars;Xylose;Carbohydrates & Derivatives;Aromatics;substrate
• Mol File: 2001-96-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 160 °C
• Boiling Point: 523.2 °C at 760 mmHg
• Flash Point: 270.2 °C
• Appearance: off-white to pale yellow solid
• Density: 1.597 g/cm³
• Vapor Pressure: 8.94E-12mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: −20°C
• Solubility: methanol: 50 mg/mL, clear, faintly yellow
• PKA: 12.67±0.70(Predicted)
• Stability: Freezer
• BRN: 90066
• CAS DataBase Reference: 4-NITROPHENYL-BETA-D-XYLOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-NITROPHENYL-BETA-D-XYLOPYRANOSIDE(2001-96-9)
• EPA Substance Registry System: 4-NITROPHENYL-BETA-D-XYLOPYRANOSIDE(2001-96-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• F: 3-10-21
• Hazardous Substances Data: 2001-96-9(Hazardous Substances Data)

Usage

Chemical Properties

Off-White to Pale Yellow Solid

Uses

Different sources of media describe the Uses of 2001-96-9 differently. You can refer to the following data:
1. fluorescent probe for thiols, glutathione transferase substrate, substrate for colorimetric assay of pullulanase
2. p-Nitrophenyl β-D-Xylopyranoside (cas# 2001-96-9) is a compound useful in organic synthesis.

Definition

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

InChI:InChI=1/C11H13NO7/c13-8-5-18-11(10(15)9(8)14)19-7-3-1-6(2-4-7)12(16)17/h1-4,8-11,13-15H,5H2/t8-,9+,10-,11+/m1/s1

Upstream product

• 1235988-92-7 p-nitrophenyl 2-O-(4'-O-acetylferuloyl)-3,4-di-O-acetyl-β-D-xylopyranoside 
• 1235988-93-8 p-nitrophenyl 3-O-(4'-O-acetylferuloyl)-2,4-di-O-acetyl-β-D-xylopyranoside 
• 1235988-94-9 p-nitrophenyl 4-O-(4'-O-acetylferuloyl)-2,3-di-O-acetyl-β-D-xylopyranoside 
• 100-02-7 4-nitro-phenol 
• 14227-90-8 2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide 
• 87-72-9 D-Xylose 
• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 709663-88-7 4-nitrophenyl 4-O-acetyl-β-D-xylopyranoside 
• 4049-33-6 tetra-O-acetyl-β-D-xylopyranose 
• 3068-31-3 1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose 
• 1124-32-9 lithium 4-nitrophenolate 
• 24624-78-0 1-O-(4-nitrophenyl)-2,3,4-tri-O-acetyl-β-D-xylopyranoside 

Downstream Products

• 144683-70-5 p-nitrophenyl O-β-D-galactopyranosyl-(1->4)-β-D-xylopyranoside 
• 144683-69-2 p-nitrophenyl O-β-D-galactopyranosyl-(1->3)-β-D-xylopyranoside 
• 643758-65-0 p-Nitrophenyl 2,3-di-O-benzoyl-α-L-arabinopyranoside 
• 6819-07-4 p-nitrophenyl β-D-xylopyranosyl-(1->4)-β-D-xylopyranoside 
• 173468-12-7 4-nitrophenyl 2,3-di-O-benzoyl-β-D-xylopyranoside 
• 173468-29-6 4-nitrophenyl O-β-D-xylopyranosyl-(1<*>4)-O-β-D-xylopyranosyl-(1<*>4)-β-D-xylopyranoside 
• 173468-11-6 4-nitrophenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-β-D-xylopyranoside 
• 173468-35-4 4-nitrophenyl O-β-D-xylopyranosyl-(1<*>4)-bis4)>-β-D-xylopyranoside 
• 173468-14-9 4-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 173468-25-2 4-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-O-(2,3-di-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 173468-31-0 4-nitrophenyl O-(2,3,4-tri-O-acetyl-β-D-xylopyranosyl)-(1<*>4)-bis4)>-2,3-di-O-benzoyl-β-D-xylopyranoside 
• 58-86-6 D-xylose 

Relevant articles and documents

Positional specifity of acetylxylan esterases on natural polysaccharide: An NMR study

Background Microbial degradation of acetylated plant hemicelluloses involves besides enzymes cleaving the glycosidic linkages also deacetylating enzymes. A detailed knowledge of the mode of action of these enzymes is important in view of the development of efficient bioconversion of plant materials that did not undergo alkaline pretreatment leading to hydrolysis of ester linkages. Methods In this work deacetylation of hardwood acetylglucuronoxylan by acetylxylan esterases from Streptomyces lividans (carbohydrate esterase family 4) and Orpinomyces sp. (carbohydrate esterase family 6) was monitored by 1H-NMR spectroscopy. Results The 1H-NMR resonances of all acetyl groups in the polysaccharide were fully assigned. The targets of both enzymes are 2- and 3-monoacetylated xylopyranosyl residues and, in the case of the Orpinomyces sp. enzyme, also the 2,3-di-O-acetylated xylopyranosyl residues. Both enzymes do not recognize as a substrate the 3-O-acetyl group on xylopyranosyl residues α-1,2-substituted with 4-O-methyl-d-glucuronic acid. Conclusions The 1H-NMR spectroscopy approach to study positional and substrate specificity of AcXEs outlined in this work appears to be a simple way to characterize catalytic properties of enzymes belonging to various CE families. Significance The results contribute to development of efficient and environmentally friendly procedures for enzymatic degradation of plant biomass.

Propargyl-containing xylose and synthesis method thereof

The invention discloses propargyl-containing xylose and a preparation method thereof. The method comprises the following steps: using D-xylose as a raw material, carrying out full acetyl protection onthe D-xylose, introducing p-nitrophenoxy into a first position of an obtained compound, and removing acetyl to obtain a compound A; introducing tert-butyl dimethyl into the position 2, the position 3or the position 4 of the obtained compound A to obtain a compound B, a compound C and a compound D, and separating the compound B, the compound C and the compound D; and respectively carrying out acetyl protection on hydroxyl groups of the compound B, the compound C and the compound D, then removing the tert-butyl dimethyl, and respectively introducing propargyl into the position 2, the position3 and the position 4 to obtain the propargyl-containing xylose. According to the method disclosed by the invention, the propargyl is selectively connected to xylose for the first time by using a method for carrying out occupying by using tert-butyl dimethyl (TBS), so that a platform is provided for subsequent connection of the xylose to protein or amino acid, and a foundation is laid for biological research in the future.

The application of aryl substituted derivatives of xylose as environmentally friendly multipurpose pesticides

A series of aryl substituted derivatives of xylose have been synthesized. Biological tests have revealed high fungicidal activity of the resulting compounds against various phythopathogenic fungi. Additional biological studies have demonstrated high plant growth regulatory activity of the compounds synthesized.