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D8035

Sigma-Aldrich

n-Dodecyl β-D-glucopyranoside

≥98% (GC)

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Synonym(s):
Dodecyl glucoside
Empirical Formula (Hill Notation):
C18H36O6
CAS Number:
59122-55-3
Molecular Weight:
348.47
Beilstein:
86236
EC Number:
261-614-4
MDL number:
MFCD00063298
UNSPSC Code:
12352201
PubChem Substance ID:
24894182
NACRES:
NA.25

description

non-ionic

Quality Level

200

Assay

≥98% (GC)

form

powder

mol wt

348.47 g/mol

technique(s)

protein quantification: suitable

CMC

0.13

solubility

methanol: soluble 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

−20°C

SMILES string

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

InChI

1S/C18H36O6/c1-2-3-4-5-6-7-8-9-10-11-12-23-18-17(22)16(21)15(20)14(13-19)24-18/h14-22H,2-13H2,1H3/t14-,15-,16+,17-,18-/m1/s1

InChI key

PYIDGJJWBIBVIA-UYTYNIKBSA-N

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Application

Dodecyl β--D-glucopyranoside, a long chain alkyl glycopyranoside and a classical nonionic amphiphile surfactant, is used in detergent and colloid research and micelle development. It may be used as a reference compound in long-chain alkyl glucoside separation and analysis procedures.

Biochem/physiol Actions

Non-ionic saccharide detergent used for the solubilization of membrane-bound proteins, such as G-Protein-Coupled Receptors, in native state

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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Shchipunov et al.
Journal of colloid and interface science, 211(1), 81-88 (1999-02-04)
The effects of n-dodecyl-beta-D-glucopyranoside and n-dodecyl-beta-D-lactobionamide on the formation and rheological behavior of lecithin organogels consisting of reverse long cylindrical (polymer-like) micelles were studied by oscillating rheology. The alkylglucoside addition results in a decrease of the zero shear viscosity and
[Analysis of dodecyl glucoside by RP-HPLC].
Jingde Chen et al.
Se pu = Chinese journal of chromatography, 23(5), 562-562 (2005-12-15)
Sugat Abeygunaratne et al.
Physical review. E, Statistical, nonlinear, and soft matter physics, 69(2 Pt 1), 021703-021703 (2004-03-05)
Lipids are the main constituents of biological cell membranes, and their liquid crystalline properties play a crucial role in cell functions. We have discovered that dodecyl-beta-D-glucopyranoside glycolipid layers can be electrically polarized in supramolecular structures of glycolipid and bent-core ("banana-shape")
V Vill et al.
Chemistry and physics of lipids, 104(1), 75-91 (2000-02-05)
A systematic structure variation of a classical amphiphile (dodecyl-beta-D-glucopyranoside) is performed, demonstrating the influence of anomeric linkage, configuration, ring size and flexibility as well as electric charges on the mesophase behaviour. In addition, we have investigated the thermotropic and lyotropic
S H El-Sharkawy
Australasian biotechnology, 6(1), 8-12 (1996-01-01)
A number of microorganisms has been screened for growth on sunflower oil as a sole carbon source for production of useful chemicals. Rhizopus stolonifer NRRL 1478 was found to transform the lipid contents of sunflower oil into dodecyl b-D-glucopyranoside and
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