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n-Octyl-β-D-glucopyranoside

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n-Octyl-β-D-glucopyranoside Basic information

Product Name:
n-Octyl-β-D-glucopyranoside
Synonyms:
  • N-OCTYL GLUCOSIDE
  • N-OCTYL-B-D-GLUCOSIDE
  • N-OCTYL-BETA-D-GLC
  • N-OCTYL-BETA-D-GLUCOPYRANOSIDE
  • N-OCTYL-BETA-D-GLUCOSIDE
  • .beta.-D-Glucopyranoside, octyl
  • n-octyl-á-d-glucopyranoside
  • n-octyl-á-d-glucoside
CAS:
29836-26-8
MF:
C14H28O6
MW:
292.37
EINECS:
249-887-8
Product Categories:
  • detergent
  • Carbohydrates & Derivatives
  • Biochemistry
  • Glucose
  • Glycosides
  • Detergents
  • Sugars
  • Nonionic Surfactants (for Biochemistry)
  • Surfactants (for Biochemistry)
  • Glycon Biochem
Mol File:
29836-26-8.mol
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n-Octyl-β-D-glucopyranoside Chemical Properties

Melting point:
105 °C
alpha 
-32 º (c=5, water)
Boiling point:
354.3°C (rough estimate)
Density 
1.0869 (rough estimate)
refractive index 
-27 ° (C=1, MeOH)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Water (Slightly)
pka
12.95±0.70(Predicted)
form 
Crystalline Powder and Chunks
color 
White
Water Solubility 
3 g/10 mL
Sensitive 
Hygroscopic
Merck 
14,6767
BRN 
84118
Stability:
Hygroscopic
InChIKey
HEGSGKPQLMEBJL-QNOVJUQQSA-N
LogP
0.887 (est)
CAS DataBase Reference
29836-26-8(CAS DataBase Reference)
EPA Substance Registry System
Octyl .beta.-D-glucopyranoside (29836-26-8)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
3
HS Code 
29400090

MSDS

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n-Octyl-β-D-glucopyranoside Usage And Synthesis

Description

n-Octyl-β-D-glucopyranoside is a non–ionic detergent intended for solubilizing membrane–bound proteins in their native state and for the preparation of lipid vesicles. n-Octyl-β-D-glucopyranoside has a well–defined chemical structure, small uniform micelles, and high water solubility, which make n-Octyl-β-D-glucopyranoside superior to most other nonionic detergents for membrane solubilization. Because of the high critical micelle concentration (20-25 mM), n-Octyl-β-D-glucopyranoside has the additional advantage of being removed easily by dialysis when compared to bile salts. n-Octyl-β-D-glucopyranoside is also known as N-Octyl glucoside, OGP, OG, n-Octylglucoside, and octyl-β-D-glucopyranoside.

Chemical Properties

white crystalline powder and chunks

Uses

A nonionic detergent for the solubilization of membrane bound protein.

Uses

Unlike many other detergents, octyl glucoside is a pure, single compound of defined structure. Very effective for insulin binding and solubilization studies of membran

Uses

Detergent and surfactant for biological systems.

Definition

ChEBI: Octyl beta-D-glucopyranoside is an beta-D-glucoside in which the anomeric hydrogen of beta-D-glucopyranose is substituted by an octyl group. It has a role as a plant metabolite.

Purification Methods

Purify n-Octyl-β-D-glucopyranoside by recrystallisation from Me2CO. It is hygroscopic and should be stored in a well-stoppered container. [Noller & Rockwell J Am Chem Soc 6 0 2076 1938, Pigman & Richtmyer J Am Chem Soc 64 369 1942.] It is a UV transparent non-ionic dialysable detergent for solubilising membrane proteins. The D-isomer with [] D 20 +118o (c 1, MeOH) has similar solubilising properties. [Lazo & Quinn Anal Biochem 102 68 1980, Stubbs et al. Biochim Biophys Acta 426 46 1976, Beilstein 17/7 V 38.]

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