85618-21-9, OG, Octyl-β-D-thioglucopyranoside, CAS:85618-21-9

85618-21-9,OG,Octyl-β-D-thioglucopyranoside,
CAS:85618-21-9
C14H28O5S / 308.43
MFCD00012189

Octyl b-D-thioglucopyranoside

辛基-beta-D-硫代吡喃葡萄糖苷

Octyl beta-D-thioglucopyranoside is an alkylglycoside non-ionic detergent used for cell lysis and membrane protein isolation. As it is uncharged, it is unlikely to cause protein denaturation or refolding issues, allowing for the isolation of intact macromolecular complexes without affecting protein-protein interactions. Octyl ?-D-thioglucopyranoside is also known as n-Octyl b-D-thioglucoside or OTG and has an aggregation number of 189. It is dialyzable from membrane protein preparations and has a Critical Micelle Concentration (CMC) of 9mM. Octyl ?-D-thioglucopyranoside has similar uses and properties to that of another frequently used surfactant, n-Octyl-beta-D-glucopyranoside. However, Octyl ?-D-thioglucopyranoside is more stable and is unaffected by beta-glucosidase enzyme due to its thioether linkage.

N-Octyl-β-D-thioglucopyranoside (OTG) is a low molecular weight nonionic detergent that is commonly used for cell lysis and non-denaturing protein solubilization. It has a critical micelle concentration of 7.9-9.0 mM. OTG is stable in aqueous solutions, resistant to degradation by β-glucosidases, and easily removed by dialysis.

CAS Number	85618-21-9
Product Name	2-Hydroxymethyl-6-octylsulfanyl-tetrahydro-pyran-3,4,5-triol
IUPAC Name	(2R,3S,4S,5R)-2-(hydroxymethyl)-6-octylsulfanyloxane-3,4,5-triol
Molecular Formula	C14H28O5S
Molecular Weight	308.43 g/mol
InChI	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
SMILES	CCCCCCCCSC1C(C(C(C(O1)CO)O)O)O
Synonyms	Glc-S-C7-Me, n-octyl-beta-D-thioglucopyranoside, n-octyl-beta-D-thioglucoside, octyl beta-D-thioglucoside, octyl-thioglucoside, octylthioglucoside
Canonical SMILES	CCCCCCCCSC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILES	CCCCCCCCS[C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

CAS No: 85618-21-9 Synonyms: n-Octyl b-D-thioglucosideOTG MDL No: MFCD00012189 Chemical Formula: C14H28O5S Molecular Weight: 308.43

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Product name: n-Octyl-β-D-thioglucopyranoside CAS: 85618-21-9

M.F.: C₁₄H₂₈O₅SM.W.: 308.43

Items	Standards	Results
Appearance	White powder	Complies
Solubility	Clear to very slightly hazy colorless to faint yellow solution	Complies
MS and NMR	Should comply	Comply
Identification	IR and TLC	Comply
Loss weight on dryness	Max. 0.5%	0.2%
Residue on ignition	Max. 0.5%	0.1%
Purity by TLC	Min. 98%	Complies
Assay (HPLC)	Min. 98%	99.4%