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Merck

O0630

Octyl α-D-glucopyranoside

≥98% (GC)

Synonym(s):

n-Octyl α-glucoside

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About This Item

Empirical Formula (Hill Notation):
C14H28O6
CAS Number:
Molecular Weight:
292.37
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4232620

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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

InChI key

HEGSGKPQLMEBJL-RGDJUOJXSA-N

description

non-ionic

assay

≥98% (GC)

mol wt

292.37 g/mol

storage temp.

−20°C

Application

Octyl α-D-glucopyranoside has been used in a study to assess mesogenic structures with interdigitizing alkyl chains. [1] It has also been used in a study to investigate a recirculation procedure involving water removal by product crystallization.

Biochem/physiol Actions

Dialyzable nonionic detergent, suitable for the solubilization and purification of membrane proteins. Can be used for the crystallization of membrane proteins.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Jung-Deog Lee et al.
Organic letters, 7(6), 963-966 (2005-03-12)
[structure: see text] Porphyrin-based molecularly imprinted polymers (MIPs) were prepared for carbohydrate recognition. A urea-appended porphyrin functional monomer was utilized to provide complementary functionality and quality binding sites throughout the polymer. Each porphyrin-based polymer demonstrates high affinity and differential selectivity
Efficient Preparation of Octyl α-D-Glucopyranoside Monohydrate: A Recirculation Procedure Involving Water Removal by Product Crystallisation
Straathof, A., et al.
Starch/Staerke, 40, 229-234 (1988)
G A Jeffrey et al.
Carbohydrate research, 169, 1-11 (1987-11-15)
The crystal structure of octyl alpha-D-glucopyranoside monohydrate, C14H28O6.H2O, is monoclinic, C2, with Z = 4, a = 17.896(2), b = 5.154(1), c = 18.303(2) A, beta = 90.30(1) degrees. The hemihydrate, C14H28O6.0.5 H2O, is also monoclinic, C2, with Z =
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.
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

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