18918-31-5

Basic information

• Product Name: P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE
• Synonyms: 4-Nitrophenyl α-L-rhamnopyranoside ,98%;3-Nitrophenyl ?L-rhamnopyranoside;p-Nitrophenyl alpha-L-rhamnoside;3-Nitrophenyl a-L-rhaMnopyranoside;p-nitrophenyl α-L-Rhap;3-Nitrophenyl alpha-L-rhamnopyranoside;P-NITROPHENYL-ALPHA-RHAMNOSIDE;P-NITROPHENYL ALPHA-L-RHAMNOPYRANOSIDE
• CAS NO: 18918-31-5
• Molecular Formula: C₁₂H₁₅NO₇
• Molecular Weight: 285.25
• EINECS: 1592732-453-0
• Mol File: 18918-31-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 179°C
• Boiling Point: 515.4±50.0 °C(Predicted)
• Appearance: /powder
• Density: 1.503±0.06 g/cm3(Predicted)
• Storage Temp.: −20°C
• PKA: 12.68±0.70(Predicted)
• CAS DataBase Reference: P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE(18918-31-5)
• EPA Substance Registry System: P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE(18918-31-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 18918-31-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 18918-31-5 differently. You can refer to the following data:
1. 4-Nitrophenyl α-L-Rhamnopyranoside is a chromogenic substrate for naringinase.
2. 4-Nitrophenyl α-L-rhamnopyranoside has been used as a substrate to determine β-glucosidase activity. It has also been used as a substrate to measure α-L-rhamnosidase activity of Oenococcus oeni and Aspergillus terreus.

Biochem/physiol Actions

4-Nitrophenyl α-L-rhamnopyranoside is a substrate for determining α-L-rhamnosidase activity. The hydrolysis of 4-Nitrophenyl α-L-rhamnopyranoside by the enzyme yields 4-nitrophenol, measured at 405 nm spectrophotometrically.

InChI:InChI=1/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-4-2-7(3-5-8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9-,10+,11+,12-/m0/s1

Upstream product

• 100-02-7 4-nitro-phenol 
• 5160-09-8 2,3,4‐tri‐O‐acetyl-α-L‐rhamnopyranosyl chloride 
• 18992-37-5 4-nitrophenyl-2,3,4,6-tetra-O-acetyl-α-L-rhamnopyranoside 

Downstream Products

• 183878-99-1 1-(4-aminophenoxy)-α-L-rhamnopyranoside 
• 1604814-89-2 p-nitrophenyl β-D-galactofuranosyl-(1→4)-α-L-rhamnopyranoside 
• 100-02-7 4-nitro-phenol 
• 6014-42-2 L-rhamnose 
• 3615-41-6 L-Rhamnose 
• 1402245-81-1 C₁₈H₂₅NO₁₂ 
• 183879-03-0 p-nitrophenyl 3-O-methoxycarbonylmethyl-α-L-rhamnoside 
• 86795-40-6 p-nitrophenyl 2-O-acetyl-4-O-benzyl-3-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside 
• 86795-41-7 p-aminophenyl 2-O-acetyl-3-O-α-L-rhamnopyranosyl-α-L-rhamnopyranoside 
• 86795-37-1 p-nitrophenyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside 
• 88043-72-5 p-trifluoroacetamidophenyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 88043-71-4 p-nitrophenyl 2,3-O-isopropylidene-4-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 
• 88043-73-6 p-trifluoroacetamidophenyl 4-O-α-D-glucopyranosyl-α-L-rhamnopyranoside 
• 114284-03-6 p-nitrophenyl 4-O-(3,6-di-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranosyl)-2,3-O-isopropylidene-α-L-rhamnopyranoside 

Relevant articles and documents

Synthesis of aryl α-O-L-rhamnopyranoside by two-step reaction in one pot

The title compounds were conveniently synthesized by a phase transfer catalyzed approach in two steps and one pot using the rhamnopyranosyl chloride as key intermediate. The twostep one-pot procedure is more convenient and environmentally friendly, compared to the published synthetic routes. Besides, the structure-reactivity relationship and the plausible mechanism for this base-catalyzed glycosylation were discussed bymeans of the Hammett equation.