42891-16-7

Basic information

• Product Name: N-OCTYL-BETA-D-THIOGALACTOPYRANOSIDE
• Synonyms: OCTYL-BETA-D-THIOGALACTOSIDE;N-OCTYL-1-THIO-BETA-D-GAL;N-OCTYL-BETA-D-THIOGALACTOPYRANOSIDE;1-O-N-OCTYL BETA-D-THIOGALACTOPYRANOSIDE;octyl B-D-thiogalactopyranoside;n-Octyl-β-D-thio-galactopyranosid;Octyl β-D-thiogalactopyranoside;Octylthiogalactoside
• CAS NO: 42891-16-7
• Molecular Formula: C14H28O5S
• Molecular Weight: 308.43
• Product Categories: Carbohydrates
• Mol File: 42891-16-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: ?20°C
• CAS DataBase Reference: N-OCTYL-BETA-D-THIOGALACTOPYRANOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-OCTYL-BETA-D-THIOGALACTOPYRANOSIDE(42891-16-7)
• EPA Substance Registry System: N-OCTYL-BETA-D-THIOGALACTOPYRANOSIDE(42891-16-7)

Safety Data

• Hazardous Substances Data: 42891-16-7(Hazardous Substances Data)

Usage

Uses

Octylthiogalactoside is a non ionic detergent used for solubilizing proteins.

Upstream product

• 4163-60-4 β-D-galactose peracetate 
• 111-88-6 Octanethiol 

Relevant articles and documents

Preparation of S-glycoside surfactants and cysteine thioglycosides using minimally competent Lewis acid catalysis

Here we report a method for the preparation of anomerically pure β-S-glycopyranosides (1,2-trans-glycosides) from the corresponding peracetate donors. S-glycosylation was performed in CHCl3 at reflux in the presence of a catalytic amount of InBr3. Deacylation of the intermediate peracetates were achieved under Zemplén conditions. Five pyranose examples, monosaccharides D-glucose and D-galactose and disaccharides cellobiose, maltose, and lactose, were used as donors, and five thiols including an α/ω dithiol and Fmoc-L-cysteine were used as acceptors. Melting points, high res MS, [α]D and NMR data (1H and 13C, including COSY, HSQC and HMBC) are reported for compounds not previously described.

Amphiphilic Carbohydrate-Based Mesogens, 11 Synthesis of Mesogenic 1-Alkylthio-1-deoxy-D-galactitols by Glycoside Reduction

Alkyl-1-thio-α/β-D-galactopyranosides (hexyl-dodecyl, 1a-g) have been O-diethylborylated and then reduced with tetraethyldiboranes(6) in the presence of 9-methylsulfonyloxy-9-borabicyclononane (MSBBN) catalyst to give 1-alkylthio-1-deoxy-D-galactitols 3a-g after deprotection. 3 exhibit the smectic A liquid crystalline phase on melting. - Keywords: Carbohydrates, Liquid Crystals (Smectic), Alkyl-1-thio-α/β-D-galactopyranosides. 1-Alkylthio-1-deoxy-D-galactitols, Glycoside Reduction, X-Ray Diffraction (Small Angle)