Octyl glucoside information

β-D-Octyl glucoside
Names
	IUPAC name Octyl β-D-glucopyranoside
	Systematic IUPAC name (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol
	Other names n-Octyl-β-D-glucoside
Identifiers
CAS Number	29836-26-8 ;
3D model (JSmol)	Interactive image;
ChemSpider	56585 ;
ECHA InfoCard	100.045.337
EC Number	249-887-8;
MeSH	C018619
PubChem CID	62852;
UNII	V109WUT6RL ;
CompTox Dashboard (EPA)	DTXSID6042234 ;
	InChI 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 Key: HEGSGKPQLMEBJL-RKQHYHRCSA-N ; InChI=1/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 Key: HEGSGKPQLMEBJL-RKQHYHRCBI;
	SMILES CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O;
Properties
Chemical formula	C14H28O6
Molar mass	292.37 g/mol
	Surface tension:
CMC	0.025 M
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Octyl glucoside (n-octyl-β-d-glucoside) is a nonionic surfactant frequently used to solubilise integral membrane proteins for studies in biochemistry. Structurally, it is a glycoside derived from glucose and octanol. Like Genapol X-100 and Triton X-100, it is a nonphysiological amphiphile that makes lipid bilayers less "stiff".^[2]

^ Shinoda, Kozo; Yamaguchi, Tokio; Hori, Ryohei (1961). "The Surface Tension and the Critical Micelle Concentration in Aqueous Solution of β-D-Alkyl Glucosides and their Mixtures". Bulletin of the Chemical Society of Japan. 34 (2): 237–241. doi:10.1246/bcsj.34.237.
^ Lundbaek JA, Birn P, Hansen AJ, Søgaard R, Nielsen C, Girshman J, Bruno MJ, Tape SE, Egebjerg J, Greathouse DV, Mattice GL, Koeppe RE, Andersen OS (May 2004). "Regulation of sodium channel function by bilayer elasticity: the importance of hydrophobic coupling. Effects of Micelle-forming amphiphiles and cholesterol". The Journal of General Physiology. 123 (5): 599–621. doi:10.1085/jgp.200308996. PMC 2234500. PMID 15111647.

[cmc-1] Shinoda, Kozo; Yamaguchi, Tokio; Hori, Ryohei (1961). "The Surface Tension and the Critical Micelle Concentration in Aqueous Solution of β-D-Alkyl Glucosides and their Mixtures". Bulletin of the Chemical Society of Japan. 34 (2): 237–241. doi:10.1246/bcsj.34.237.

[pmid15111647-2] Lundbaek JA, Birn P, Hansen AJ, Søgaard R, Nielsen C, Girshman J, Bruno MJ, Tape SE, Egebjerg J, Greathouse DV, Mattice GL, Koeppe RE, Andersen OS (May 2004). "Regulation of sodium channel function by bilayer elasticity: the importance of hydrophobic coupling. Effects of Micelle-forming amphiphiles and cholesterol". The Journal of General Physiology. 123 (5): 599–621. doi:10.1085/jgp.200308996. PMC 2234500. PMID 15111647.

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