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O6004

Sigma-Aldrich

Octyl β-D-1-thioglucopyranoside

≥98.0% (GC)

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Synonym(s):
Octyl thioglucoside
Empirical Formula (Hill Notation):
C14H28O5S
CAS Number:
Molecular Weight:
308.43
Beilstein/REAXYS Number:
4182783
MDL number:
PubChem Substance ID:
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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1 of 4

This Item
O9882O8001H3264
vibrant-m

O6004

Octyl β-D-1-thioglucopyranoside

-
vibrant-m

O9882

Octyl β-D-glucopyranoside

Premium Grade
vibrant-m

O8001

Octyl β-D-glucopyranoside

-
vibrant-m

H3264

n-Heptyl β-D-thioglucopyranoside

-
Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

100

biological source

synthetic

biological source

-

biological source

-

biological source

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

form

crystalline

form

powder

form

powder

form

powder

description

non-ionic

description

non-ionic

description

non-ionic

description

non-ionic

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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
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
K Suzuki et al.
Pharmaceutical research, 16(7), 1026-1034 (1999-08-18)
We have previously shown Glc-S-C7-Me (octyl beta-D-thioglucoside) exhibits renal targeting potential in vivo in addition to its specific binding to the renal membrane fraction in vitro. Thus, "alkylglycoside" is considered to be a novel targeting vector for the kidney (1,2).

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