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Merck
CN

O9882

Octyl β-D-glucopyranoside

BioXtra, ≥98% (GC)

Synonym(s):

n-Octyl glucoside, OGP

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About This Item

Empirical Formula (Hill Notation):
C14H28O6
CAS Number:
29836-26-8
Molecular Weight:
292.37
UNSPSC Code:
12161900
NACRES:
NA.21
PubChem Substance ID:
24898076
EC Number:
249-887-8
Beilstein/REAXYS Number:
84118
MDL number:
MFCD00063288

Key Documents

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InChI key

HEGSGKPQLMEBJL-RKQHYHRCSA-N

InChI

1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14-/m1/s1

SMILES string

CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

description

non-ionic

product line

BioXtra

assay

≥98% (GC)

form

powder

mol wt

micellar avg mol wt 25,000

aggregation number

84

impurities

≤0.005% Phosphorus (P), ≤0.1% Insoluble matter

ign. residue

≤0.2%

CMC

20-25 mM (20-25°C)

transition temp

cloud point >100 °C

anion traces

chloride (Cl-): ≤0.05%, sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%, Ca: ≤0.003%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, NH4+: ≤0.1%, Na: ≤0.1%, Pb: ≤0.001%, Zn: ≤0.0005%

storage temp.

−20°C

Quality Level

200

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Related Categories

Application

Non-ionic, dialyzable detergent for the solubilization and isolation of membrane proteins. Has been shown to increase the resolution of proteins in 2D gels.
Octyl β --D-glucopyranoside has been used as a component of aqueous buffer containing NaCl, HEPES and chromogenic substrate for use in trypsin assays

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SLBJ8681V
SLBG9690V
SLBF9911V
071M5303V
071M5303

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Potent, nonpeptide inhibitors of human mast cell tryptase. Synthesis and biological evaluation of novel spirocyclic piperidine amide derivatives.
Bioorganic & Medicinal Chemistry Letters, 18(6), 2114-2121 (2008)
M Chisari et al.
British journal of pharmacology, 160(1), 130-141 (2010-04-24)
Some neurosteroids, notably 3alpha-hydroxysteroids, positively modulate GABA(A) receptors, but sulphated steroids negatively modulate these receptors. Recently, other lipophilic amphiphiles have been suggested to positively modulate GABA receptors. We examined whether there was similarity among the actions of these agents and
Kerry K Karukstis et al.
The journal of physical chemistry. B, 116(12), 3816-3822 (2012-03-06)
When mixed with water, n-octyl β-D-glucoside forms self-assembled nanostructures, several of which are liquid crystalline and all of which depend on the water/glucoside ratio and temperature. For practical use of these phases, a detailed understanding of the conditions under which
Zahrabatoul Mosapour Kotena et al.
Journal of molecular modeling, 19(2), 589-599 (2012-09-14)
Density functional theory calculations on two glycosides, namely, n-octyl-β-D-glucopyranoside (C(8)O-β-Glc) and n-octyl-β-D-galactopyranoside (C(8)O-β-Gal) were performed for geometry optimization at the B3LYP/6-31G level. Both molecules are stereoisomers (epimers) differing only in the orientation of the hydroxyl group at the C4 position.
Jörg Grunenberg
Physical chemistry chemical physics : PCCP, 13(21), 10136-10146 (2011-04-20)
The anomer selectivity of artificial carbohydrate receptors was studied using in silico methods in order to shed light on the thermodynamic driving forces at work during molecular recognition in general. The contributions of relevant intermolecular hydrogen bonds were investigated by
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