Octyl β-D-Thioglucopyranoside

• CAT Number: R000346
• CAS Number: 85618-21-9
• Molecular Formula: C14H28O5S
• Molecular Weight: 308.41
• Purity: ≥95%
• Synonyms: Octyl 1-Thio-β-D-glucopyranoside; n-Octyl β-D-Thioglucopyranoside
• Storage: -20°C
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-octylsulfanyloxane-3,4,5-triol
• 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
• InChIKey: CGVLVOOFCGWBCS-RGDJUOJXSA-N
• SMILES: CCCCCCCCS[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Octyl β-D-thioglucopyranoside (CAT: R000346) is a nonionic, mild detergent widely used for solubilizing membrane proteins while preserving their native structure and function. This thioglycoside analog of glucopyranosides features a sulfur linkage, offering increased stability against enzymatic hydrolysis compared to O-glycosides. OTG is highly effective in extracting and stabilizing transmembrane proteins for biochemical and structural studies, including crystallography and NMR. Its gentle solubilization properties make it ideal for use in reconstitution assays, protein purification, and enzymatic activity assays. With low toxicity and minimal protein denaturation, OTG is a valuable tool in membrane biology, proteomics, and pharmaceutical research.