82494-08-4

Basic information

• Product Name: N-OCTYL-BETA-D-MALTOPYRANOSIDE
• Synonyms: N-OCTYL-BETA-D-MALTOPYRANOSIDE;N-OCTYL-BETA-D-MALTOSIDE;OM;N-octyl B-D-maltoside;Octyl4-O-(a-D-glucopyranosyl)-b-D-glucopyranoside;octyl maltopyranoside;n-Octyl β-D-maltopyranoside;n-Octyl β-D-maltoside
• CAS NO: 82494-08-4
• Molecular Formula: C₂₀H₃₈O₁₁
• Molecular Weight: 454.51
• EINECS: 1533716-785-6
• Mol File: 82494-08-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 676.4°Cat760mmHg
• Flash Point: 362.9°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 3.36E-21mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: 0-6°C
• Solubility: H2O: soluble100mg/mL, clear, colorless
• CAS DataBase Reference: N-OCTYL-BETA-D-MALTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-OCTYL-BETA-D-MALTOPYRANOSIDE(82494-08-4)
• EPA Substance Registry System: N-OCTYL-BETA-D-MALTOPYRANOSIDE(82494-08-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 82494-08-4(Hazardous Substances Data)

Usage

Description

N-OCTYL-BETA-D-MALTOPYRANOSIDE is a water-soluble, nonionic detergent primarily used for the isolation of membrane proteins.
Used in Biochemistry Research:
N-OCTYL-BETA-D-MALTOPYRANOSIDE is used as a detergent for the isolation of membrane proteins, facilitating the extraction and purification process in biochemical research. This allows for the study and analysis of membrane proteins, which are crucial for various cellular functions and can be potential targets for drug development.

InChI:InChI=1/C20H38O11/c1-2-3-4-5-6-7-8-28-19-17(27)15(25)18(12(10-22)30-19)31-20-16(26)14(24)13(23)11(9-21)29-20/h11-27H,2-10H2,1H3/t11-,12-,13-,14+,15-,16-,17-,18-,19-,20-/m1/s1

Upstream product

• 111-87-5 octanol 
• 4753-07-5 α-hepta-O-acetylmaltosyl bromide 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 
• 22352-19-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate 

Downstream Products

• 29836-26-8 n-octyl β-D-glucopyranoside 

Relevant articles and documents

Simple preparation method of alkyl maltoside surfactant

The invention belongs to the technical field of fine chemicals, and specifically discloses a preparation method of sugar-based nonionic surfactant alkyl-beta-D-maltoside. The preparation method includes the steps of performing an acylation reaction on maltose to obtain octa-O-acetyl-D-maltose, performing condensation on the octa-O-acetyl-D-maltose and fatty alcohol, and performing deprotection toobtain the alkyl-beta-D-maltoside. The preparation method provided by the invention is simple and easy to implement, has the advantages of mild and controllable conditions, low costs, and practicability.

Synthesis of C7-C16-Alkyl maltosides in the presence of tin(IV) chloride as a lewis acid catalyst

The synthesis of C7- to C16-alkyl maltosides in the presence of tin(IV) chloride as Lewis acid catalyst was performed. The characterization of the products and theoretical investigation of the crucial step in the synthesis were carried out. The preparation of the β-maltosides required reaction time of 1 h, and that of the α-maltosides was 72 h. The side products were the α-D-maltosidechloride and 2-hydroxy-β-maltoside, respectively. The PM3 calculation confirmed the formation of the kinetically controlled β-product.

Simple preparations of alkyl and cycloalkyl α-glycosides of maltose, cellobiose, and lactose

Alkyl, cycloalkyl, allyl, 4-pentenyl, and benzyl α-glycosides of maltose, cellobiose, and lactose were prepared via direct reaction of the free bioses with a binary AcBr-AcOH system, followed by glycosidation with alcohol using FeCl3 in MeNO2 or CH2Cl2, Zemple?n deacetylation, and the chromatographic resolution of the mixture. The respective β-biosides were obtained via the glycosidation in MeCN. Alkyl, cycloalkyl, allyl, 4-pentenyl, and benzyl α-glycosides of maltose, cellobiose, and lactose were prepared (17-77% yield; α/β = 70/30-96/4) via a direct reaction of the free disaccharides with a binary AcBr-AcOH mixture, followed by glycosidation with alcohol using FeCl3 in MeNO2 or CH2Cl2, Zemple?n deacetylation, and resolution of the anomeric mixture of glycosides by chromatography. Using MeCN as solvent for the glycosidation step, the corresponding β-biosides were also prepared (16-61% yield; α/β = 25/75-5/95).