168037-12-5

Basic information

• Product Name: N-DECYL-A-D-MALTOPYRANOSIDE, ANAGRADE?
• Synonyms: N-DECYL-A-D-MALTOPYRANOSIDE, ANAGRADE?;Decyla-D-maltopyranoside;Decyl-a-D-maltoside;n-Decyl-α-D-Maltopyranoside;Decyl 4-O-alpha-D-glucopyranosyl-alpha-D-glucopyranoside;Decyl alpha-D-maltopyranoside;a-D-Glucopyranoside, decyl 4-O-a-D-glucopyranosyl-;(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-decoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS NO: 168037-12-5
• Molecular Formula: C22H42O11
• Molecular Weight: 482.563
• EINECS: 1533716-785-6
• Mol File: 168037-12-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-DECYL-A-D-MALTOPYRANOSIDE, ANAGRADE?(CAS DataBase Reference)
• NIST Chemistry Reference: N-DECYL-A-D-MALTOPYRANOSIDE, ANAGRADE?(168037-12-5)
• EPA Substance Registry System: N-DECYL-A-D-MALTOPYRANOSIDE, ANAGRADE?(168037-12-5)

Safety Data

• Hazardous Substances Data: 168037-12-5(Hazardous Substances Data)

Usage

General Description

N-Decyl-α-D-maltopyranoside, Anagrade is a non-ionic detergent that is commonly used in biochemical and molecular biology research. It is a sugar-based surfactant that is often used for solubilizing and stabilizing membrane proteins, as well as for maintaining the native structure and function of membrane proteins in solution. It has a hydrophobic tail and a hydrophilic head, making it particularly effective for solubilizing lipid membranes and extracting membrane proteins. It is also gentle on cells and is often used in cell culture and protein purification applications. Overall, N-Decyl-α-D-maltopyranoside, Anagrade is a versatile and effective detergent for a variety of biochemical and molecular biology applications.

Upstream product

• 120907-49-5 decyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside] 
• 112-30-1 1-Decanol 
• 14227-66-8 acetobromocellobiose 
• 20764-63-0 β-cellobioseoctaacetate 
• 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 
• 98808-72-1 1-decyl-2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside 
• 4753-07-5 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide 
• 161259-75-2 Decyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosil)-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside 
• 3616-19-1 1',2',3',6',2,3,4,6-octa-O-acetyl-β-D-lactose 
• 5965-66-2 LACTOSE 

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.

Alkyl melibioside and alkyl cellobioside surfactants: Effect of sugar headgroup and alkyl chain length on performance

The potential of glycolipid surfactants, composed of a sugar headgroup and lipid tail, as highly biodegradable and less toxic alternatives to commonly used surfactants motivates the systematic study of structure-function relationships of various glycolipid surfactants. Advances in the efficient synthesis of high purity amphipathic glycolipid surfactants enable the analysis of a diverse set of glycolipids. The solution phase properties of two suites of glycolipid surfactants, n-alkyl-O-melibiosides and n-alkyl-O-cellobiosides, with varying straight-chain alkyl tails of 8, 10 and 12 carbons are investigated in this work. This study substantiates their efficient surfactant performance and reveals their aggregate structure and microenvironment as it relates to molecular structure. Surface tensiometry demonstrates critical micelle concentrations of 0.2-40 mM with minimum surface tension values of 36-40 mN m-1. Time resolved fluorescence quenching (TRFQ) spectroscopy is used to calculate micelle aggregation number (12-70 molecules per micelle) and assess relative micropolarity and microfluidity within the aggregates. The average aggregation numbers determined by TRFQ and apparent hydrodynamic radii determined by dynamic light scattering vary with alkyl chain length and headgroup size, but these properties are relatively insensitive to changes in concentration. The aggregates form nearly spherical, tightly-packed micelles with a small population of vesicles and polydispersity present at low concentrations or with short alkyl chain length.

Specific maltose derivatives modulate the swarming motility of nonswarming mutant and inhibit bacterial adhesion and biofilm formation by pseudomonas aeruginosa

We have demonstrated that specific synthetic maltose derivatives activate the swarming motility of a Pseudomonas aeruginosa nonswarming mutant (rhlA) at low concentration, but inhibit it at high concentration. Although these molecules are not microbicidal, active maltose derivatives with bulky hydrocarbon groups inhibited bacterial adhesion, and exhibited biofilm inhibition and dispersion (IC50 ～20 μM and DC50 ～30 μM, respectively). Because the swarming motility of the rhlA mutant is abolished by the lack natural rhamnolipids, the swarming activation suggests that maltose derivatives are analogues of rhamnolipids. Together, these results suggest a new approach of controlling multiple bacterial activities (bacterial adhesion, biofilm formation, and swarming motility) by a set of disaccharide-based molecules.