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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

Quality Level

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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Y Daicho et al.
Biochimica et biophysica acta, 1107(1), 61-69 (1992-06-11)
A study of the effects of alkyl glycosides incorporated into synthetic liposomes with respect to their stability, their in vivo distribution in Ehrlich solid tumor-bearing mice and their in vitro interaction with liver cells was undertaken. The synthetic liposomes were
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
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)
J Lu et al.
Biochemical and biophysical research communications, 196(1), 12-17 (1993-10-15)
Kinetic analyses indicate that the inhibitory effects of the nonionic detergents Triton X-100 and Nonidet P-40 on chloramphenicol acetyltransferase are exerted by a competitive and a non-competitive mechanism with respect to the substrates chloramphenicol and acetyl-CoA, respectively. Comparison with nonionic
G Deliconstantinos et al.
The Biochemical journal, 212(2), 445-452 (1983-05-15)
A marked increase in the activities of rat liver plasma-membrane (Na+ + K+)-stimulated ATPase and microsomal Ca2+-stimulated ATPase was observed 18h after partial hepatectomy. Lipid analyses for both membrane preparations reveal that in partially hepatectomized rats the cholesterol and sphingomyelin

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