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

Description

P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE is a synthetic compound that serves as a chromogenic substrate, commonly used in the field of biochemistry and molecular biology for the assessment of enzyme activity. It is particularly useful in studying glycosidase enzymes, which are involved in the breakdown of complex carbohydrates.

Uses

Used in Enzyme Activity Assays:
P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE is used as a chromogenic substrate for the determination of glycosidase enzyme activity. The expression of this compound upon enzymatic cleavage allows for the quantification and analysis of enzyme activity levels in various biological samples.
Used in Pharmaceutical Research:
In the pharmaceutical industry, P-NITROPHENYL 6-DEOXY-AL-L-MANNOPYRANOSIDE is used as a research tool for the development of new drugs targeting glycosidase enzymes. These enzymes are often associated with various diseases, and understanding their activity can lead to the discovery of potential therapeutic agents.
Used in Food Industry:
P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE is used as a substrate to measure the activity of specific enzymes, such as naringinase, which is involved in the processing of citrus fruits. This helps in optimizing the production processes and improving the quality of the final products in the food industry.
Used in Biotechnology:
In the biotechnology sector, P-NITROPHENYL 6-DEOXY-ALPHA-L-MANNOPYRANOSIDE is employed to study the activity of enzymes involved in the breakdown of complex carbohydrates, which can be relevant for the development of biofuels and other bioproducts.

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

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

Downstream Products

• 183879-03-0 p-nitrophenyl 3-O-methoxycarbonylmethyl-α-L-rhamnoside 
• 100-02-7 4-nitro-phenol 
• 6014-42-2 L-rhamnose 
• 1604814-89-2 p-nitrophenyl β-D-galactofuranosyl-(1→4)-α-L-rhamnopyranoside 
• 3615-41-6 L-Rhamnose 
• 1402245-81-1 C₁₈H₂₅NO₁₂ 
• 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 
• 150412-54-7 p-trifluoroacetamidophenyl 4-O-benzyl-2-O-<4-O-(2,4-di-O-benzyl-3,6-O-methyl-β-D-glucopyranosyl)-2,3-di-O-methyl-α-L-rhamnopyranosyl>-3-O-methyl-α-L-rhamnopryranoside 

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.