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Merck
CN

D8035

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:
59122-55-3
Molecular Weight:
348.47
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
24894182
EC Number:
261-614-4
Beilstein/REAXYS Number:
86236
MDL number:
MFCD00063298

Key Documents

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Product Name

n-Dodecyl β-D-glucopyranoside, ≥98% (GC)

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

SMILES string

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

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

Quality Level

200

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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

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000487065
0000487065
0000416349
0000416349
0000324773

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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
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)
Teruaki Hasegawa et al.
Organic & biomolecular chemistry, 3(24), 4321-4328 (2005-12-06)
Schizophyllan interacts with various 1,4-diphenylbutadiyne derivatives to induce their chirally-twisted packing. A series of referential experiments using other polysaccharides (amylose, pullulan, dextran, etc.) and a carbohydrate-appended detergent (dodecyl-beta-d-glucopyranoside) indicates that these 1,4-diphenylbutadiyne derivatives are accommodated within a tubular cavity constructed
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