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Key Documents

D8035

Sigma-Aldrich

n-Dodecyl β-D-glucopyranoside

≥98% (GC)

Synonym(s):

Dodecyl glucoside

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About This Item

Empirical Formula (Hill Notation):
C18H36O6
CAS Number:
Molecular Weight:
348.47
Beilstein:
86236
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

description

non-ionic

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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[Analysis of dodecyl glucoside by RP-HPLC].
Jingde Chen et al.
Se pu = Chinese journal of chromatography, 23(5), 562-562 (2005-12-15)
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
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")
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
Caroline A Ericsson et al.
Carbohydrate research, 340(8), 1529-1537 (2005-05-11)
The solid-state phase behaviour of lyophilised n-dodecyl-beta-D-glucoside (beta-C(12)G(1)), n-dodecyl-beta-D-maltoside (beta-C(12)G(2)) and n-dodecyl-beta-D-maltotrioside (beta-C(12)G(3)) has been investigated by differential scanning calorimetry (DSC) and X-ray techniques. For beta-C(12)G(1), lyophilisation results in a formation of a crystalline anhydrate. The lamellar spacing (37 Angstroms)

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