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O9882

Sigma-Aldrich

Octyl β-D-glucopyranoside

BioXtra, ≥98% (GC)

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Synonym(s):
n-Octyl glucoside, OGP
Empirical Formula (Hill Notation):
C14H28O6
CAS Number:
Molecular Weight:
292.37
Beilstein:
84118
EC Number:
MDL number:
UNSPSC Code:
12161900
PubChem Substance ID:
NACRES:
NA.21

description

non-ionic

Quality Level

product line

BioXtra

Assay

≥98% (GC)

form

powder

mol wt

micellar avg mol wt 25,000

aggregation number

84

impurities

≤0.005% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.2%

CMC

20-25 mM (20-25°C)

transition temp

cloud point >100 °C

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.003%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.1%
Na: ≤0.1%
Pb: ≤0.001%
Zn: ≤0.0005%

storage temp.

−20°C

SMILES string

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

InChI

1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14-/m1/s1

InChI key

HEGSGKPQLMEBJL-RKQHYHRCSA-N

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Application

Octyl β --D-glucopyranoside has been used as a component of aqueous buffer containing NaCl, HEPES and chromogenic substrate for use in trypsin assays
Non-ionic, dialyzable detergent for the solubilization and isolation of membrane proteins. Has been shown to increase the resolution of proteins in 2D gels.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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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Potent, nonpeptide inhibitors of human mast cell tryptase. Synthesis and biological evaluation of novel spirocyclic piperidine amide derivatives.
Bioorganic & Medicinal Chemistry Letters, 18(6), 2114-2121 (2008)
Christine Ménager et al.
Langmuir : the ACS journal of surfaces and colloids, 26(19), 15453-15463 (2010-09-10)
The present study deals with the morphological modifications of giant dioleoyl phosphatidylcholine vesicles (DOPC GUVs) induced by the nonionic surfactant n-octyl β,D-glucopyranoside at sublytic levels, i.e., in the first steps of the vesicle-to-micelle transition process, when surfactant inserts into the
Chaoqun Yao et al.
Proteomics. Clinical applications, 4(1), 4-16 (2010-12-08)
About two million new cases of leishmaniasis with 50 000 associated deaths occur worldwide each year. Promastigotes of the causative Leishmania spp. develop from the procyclic stage to the highly virulent metacyclic stage within the sand fly vector. We hypothesized
Shigesaburo Ogawa et al.
Carbohydrate research, 345(17), 2534-2541 (2010-10-05)
The lyotropic behavior and glass-forming properties of octyl β-D-glucoside (C8Glu) and octyl β-D-thioglucoside (C8SGlu)/water binary mixtures were evaluated using differential scanning calorimetry (DSC) and polarizing optical microscopy (POM). The results clearly indicate that the mixture forms a glass in the
Zahrabatoul Mosapour Kotena et al.
Journal of molecular modeling, 19(2), 589-599 (2012-09-14)
Density functional theory calculations on two glycosides, namely, n-octyl-β-D-glucopyranoside (C(8)O-β-Glc) and n-octyl-β-D-galactopyranoside (C(8)O-β-Gal) were performed for geometry optimization at the B3LYP/6-31G level. Both molecules are stereoisomers (epimers) differing only in the orientation of the hydroxyl group at the C4 position.

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