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O6004

Sigma-Aldrich

Octyl β-D-1-thioglucopyranoside

≥98.0% (GC)

Synonym(s):

Octyl thioglucoside

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About This Item

Empirical Formula (Hill Notation):
C14H28O5S
CAS Number:
85618-21-9
Molecular Weight:
308.43
Beilstein:
4182783
MDL number:
MFCD00012189
UNSPSC Code:
12352201
PubChem Substance ID:
24898030
NACRES:
NA.25

biological source

synthetic

description

non-ionic

Assay

≥98.0% (GC)

form

crystalline

optical activity

[α]25/D -51 to -49 °, c = 1% (w/v) in ethanol

mol wt

308.43 g/mol

CMC

9 mM (20-25°C)

storage temp.

−20°C

SMILES string

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

InChI

1S/C14H28O5S/c1-2-3-4-5-6-7-8-20-14-13(18)12(17)11(16)10(9-15)19-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14+/m1/s1

InChI key

CGVLVOOFCGWBCS-RGDJUOJXSA-N

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Application

Octyl β-D-1-thioglucopyranoside can be used as a non-ionic detergent for solubilization and reconstitution of membrane proteins. It has been used in a study to assess the crystallization and preliminary x-ray analysis of human plasma apolipoprotein C-I. It has also been used in a study that investigated the identification of Chlamydia pneumoniae proteins.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sanghamitra Mukhopadhyay et al.
Molecular & cellular proteomics : MCP, 5(12), 2311-2318 (2006-08-22)
Chlamydia pneumoniae is an important human respiratory pathogen that is responsible for an estimated 10% of community-acquired pneumonia and 5% of bronchitis and sinusitis cases. We examined changes in global protein expression profiles associated with the redifferentiation of reticulate body
M Yoshida et al.
European journal of biochemistry, 222(3), 1055-1061 (1994-06-15)
Dystrophin is purified as a complex with several proteins from the digitonin-solubilized muscle cell membrane. Most of dystrophin-associated proteins (DAPs) are assumed to form a large oligomeric transmembranous glycoprotein complex on the sarcolemma and link dystrophin with a basement membrane
K H Weisgraber et al.
Journal of molecular biology, 236(1), 382-384 (1994-02-11)
Human apolipoprotein C-I, the smallest of the plasma apolipoproteins, is a component of several classes of plasma lipoproteins. Two crystalline forms of this protein, both suitable for high resolution X-ray diffraction analysis, have been obtained from mixtures of 2-methyl-2,4-pentanediol, sodium
Azusa Asada et al.
Bioscience, biotechnology, and biochemistry, 75(2), 376-378 (2011-02-11)
Solubilization and structural stability of a membrane protein bacteriorhodopsin (bR) with n-octyl-β-thioglucoside (OTG) was investigated in comparison with a previous study on bR solubilized with n-octyl-β-glucoside (OG). Highly efficient and stable solubilization of bR with OTG was accomplished above the
Gabriella M Santonicola et al.
Langmuir : the ACS journal of surfaces and colloids, 21(22), 9955-9963 (2005-10-19)
The phase behavior and microstructure of aqueous mixtures of n-octyl-beta-D-glucoside (C8betaG1) and triethylene glycol mono-n-octyl ether (C8E3) is presented. C8betaG1 forms a one-phase micellar solution in water at surfactant concentrations up to 60 wt %, whereas mixtures with C8E3 show
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