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O108834-1g

Available within 4-8 weeks(?)

$15.90

O108834-5g

Available within 8-12 weeks(?)

$62.90

O108834-25g

25g

In stock

$250.90

Basic Description

Synonyms	85618-21-9\|n-octyl-beta-D-thioglucopyranoside\|Octyl thioglucoside\|(2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol\|octyl 1-thio-beta-D-glucopyranoside\|b-D-Glucopyranoside, octyl 1-thio-\|MFCD00012189\|Octyl \|A-D-Thioglucopyran
Specifications & Purity	99%
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Product Description	Octyl β-D-1-thioglucopyranoside can be used as a non-ionic detergent for solubilization and reconstitution of membrane proteins. It has been used in a study to assess the crystallization and preliminary x-ray analysis of human plasma apolipoprotein C-I. It has also been used in a study that investigated the identification of Chlamydia pneumoniae proteins.

Names and Identifiers

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
InChi Key	CGVLVOOFCGWBCS-RGDJUOJXSA-N
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
WGK Germany	3
PubChem CID	656909
Molecular Weight	308.43
Beilstein	4182783

Certificates

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9 results found

Lot Number	Certificate Type	Date	Item
E2410479	Certificate of Analysis	Apr 29, 2024	O108834
E2410482	Certificate of Analysis	Apr 29, 2024	O108834
E2410490	Certificate of Analysis	Apr 29, 2024	O108834
E2410491	Certificate of Analysis	Apr 29, 2024	O108834
J2311077	Certificate of Analysis	Sep 26, 2022	O108834
K22291009	Certificate of Analysis	Sep 26, 2022	O108834
K2229978	Certificate of Analysis	Sep 26, 2022	O108834
K2229979	Certificate of Analysis	Sep 26, 2022	O108834
L2301132	Certificate of Analysis	Sep 26, 2022	O108834

Chemical and Physical Properties

Solubility	Soluble in ethanol, water or methanol
Specific Rotation[α]	[α]25/D -51 to -49 °, c = 1% (w/v) in ethanol
Melt Point(°C)	128°C

Safety and Hazards(GHS)

WGK Germany	3

Alternative Products

References

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2. S Saito,T Tsuchiya. (1984-09-15) Characteristics of n-octyl beta-D-thioglucopyranoside, a new non-ionic detergent useful for membrane biochemistry.. The Biochemical journal, 222 ((3)): (829-832). [PMID:6237644]
3. K Takeda,M Ushimaru,Y Fukushima,M Kawamura. (1999-07-10) Characterization of a P-type copper-stimulated ATPase from mouse liver.. The Journal of membrane biology, 170 ((1)): (13-16). [PMID:10398756]
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8. K Takeda,S Soeda,M Arai,M Kawamura. (2001-01-02) ATP hydrolytic activity of an iron-stimulated P-type ATPase of mouse liver microsomes.. Journal of UOEH, 22 ((4)): (317-324). [PMID:11132520]
9. T Matsudo,T Saitoh,C Matsubara. (2001-02-24) [Micelle-mediated extraction for concentrating conjugated bilirubin in urine].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 121 ((2)): (191-192). [PMID:11218735]
10. H González-Navarro,M C Bañó,C Abad. (2001-03-22) The closed/open model for lipase activation. Addressing intermediate active forms of fungal enzymes by trapping of conformers in water-restricted environments.. Biochemistry, 40 ((10)): (3174-3183). [PMID:11258933]
11. M Chami,G Pehau-Arnaudet,O Lambert,J L Ranck,D Lèvy,J L Rigaud. (2001-05-18) Use of octyl beta-thioglucopyranoside in two-dimensional crystallization of membrane proteins.. Journal of structural biology, 133 ((1)): (64-74). [PMID:11356065]
12. G H Meulenbeld,S Hartmans. (2001-10-17) Thioglucosidase activity from Sphingobacterium sp. strain OTG1.. Applied microbiology and biotechnology, 56 ((5-6)): (700-706). [PMID:11601617]
13. Larry E Westerman,Peter E Jensen. (2004-01-13) Liposomes composed of reconstituted membranes for induction of tumor-specific immunity.. Methods in enzymology, 373 (118-127). [PMID:14714400]
14. Kazuo Takeda,Hiroshi Eguchi,Shiori Soeda,Akira Shirahata,Masaru Kawamura. (2005-03-01) Fe(II)/Cu(I)-dependent P-type ATPase activity in the liver of Long-Evans cinnamon rats.. Life sciences, 76 ((19)): (2203-2209). [PMID:15733935]
15. Gabriella M Santonicola,Eric W Kaler. (2005-10-19) Mixtures of n-octyl-beta-D-glucoside and triethylene glycol mono-n-octyl ether: phase behavior and micellar structure near the liquid-liquid phase boundary.. Langmuir : the ACS journal of surfaces and colloids, 21 ((22)): (9955-9963). [PMID:16229514]
16. Praveen Konidala,Lizhong He,Bernd Niemeyer. (2006-01-03) Molecular dynamics characterization of n-octyl-beta-D-glucopyranoside micelle structure in aqueous solution.. Journal of molecular graphics & modelling, 25 ((1)): (77-86). [PMID:16386443]
17. S Narasimha Murthy,B A Vishwanath. (2006-02-04) N-octyl-beta-thioglucoside enhances the transdermal permeation of ketotifen.. Die Pharmazie, 61 ((1)): (75-76). [PMID:16454213]
18. Yann Gohon,Tassadite Dahmane,Rob W H Ruigrok,Peter Schuck,Delphine Charvolin,Fabrice Rappaport,Peter Timmins,Donald M Engelman,Christophe Tribet,Jean-Luc Popot,Christine Ebel. (2008-01-15) Bacteriorhodopsin/amphipol complexes: structural and functional properties.. Biophysical journal, 94 ((9)): (3523-3537). [PMID:18192360]
19. Shigesaburo Ogawa,Kouichi Asakura,Shuichi Osanai. (2010-10-05) Glass transition behavior of octyl β-D-glucoside and octyl β-D-thioglucoside/water binary mixtures.. Carbohydrate research, 345 ((17)): (2534-2541). [PMID:20889145]
20. Jun Ge,Gunilla B Jacobson,Tatsiana Lobovkina,Krister Holmberg,Richard N Zare. (2010-11-06) Sustained release of nucleic acids from polymeric nanoparticles using microemulsion precipitation in supercritical carbon dioxide.. Chemical communications (Cambridge, England), 46 ((47)): (9034-9036). [PMID:21052588]
21. Azusa Asada,Masashi Sonoyama. (2011-02-11) Solubilization and structural stability of bacteriorhodopsin with a mild nonionic detergent, n-Octyl-β-thioglucoside.. Bioscience, biotechnology, and biochemistry, 75 ((2)): (376-378). [PMID:21307577]
22. C Carnero Ruiz,J A Molina-Bolívar. (2011-06-07) Characterization of mixed non-ionic surfactants n-octyl-β-D-thioglucoside and octaethylene-glycol monododecyl ether: micellization and microstructure.. Journal of colloid and interface science, 361 ((1)): (178-185). [PMID:21641607]
23. Kraingkrai Ponhong,Norio Teshima,Kate Grudpan,Shoji Motomizu,Tadao Sakai. (2011-11-22) Simultaneous injection effective mixing analysis system for the determination of direct bilirubin in urinary samples.. Talanta, 87 (113-117). [PMID:22099657]
24. M Yoshida,A Suzuki,H Yamamoto,S Noguchi,Y Mizuno,E Ozawa. (1994-06-15) Dissociation of the complex of dystrophin and its associated proteins into several unique groups by n-octyl beta-D-glucoside.. European journal of biochemistry, 222 ((3)): (1055-1061). [PMID:8026484]
25. K H Weisgraber,Y M Newhouse,A McPherson. (1994-02-11) Crystallization and preliminary X-ray analysis of human plasma apolipoprotein C-I.. Journal of molecular biology, 236 ((1)): (382-384). [PMID:8107122]
26. H A Chu,H Sackett,G T Babcock. (2000-11-23) Identification of a Mn-O-Mn cluster vibrational mode of the oxygen-evolving complex in photosystem II by low-frequency FTIR spectroscopy.. Biochemistry, 39 ((47)): (14371-14376). [PMID:11087389]
27. Donald R Ronning,Varalakshmi Vissa,Gurdyal S Besra,John T Belisle,James C Sacchettini. (2004-06-12) Mycobacterium tuberculosis antigen 85A and 85C structures confirm binding orientation and conserved substrate specificity.. The Journal of biological chemistry, 279 ((35)): (36771-36777). [PMID:15192106]
28. Sanghamitra Mukhopadhyay,David Good,Richard D Miller,James E Graham,Sarah A Mathews,Peter Timms,James T Summersgill. (2006-08-22) Identification of Chlamydia pneumoniae proteins in the transition from reticulate to elementary body formation.. Molecular & cellular proteomics : MCP, 5 ((12)): (2311-2318). [PMID:16921167]
29. Tony Warne,Maria J Serrano-Vega,Christopher G Tate,Gebhard F X Schertler. (2009-03-20) Development and crystallization of a minimal thermostabilised G protein-coupled receptor.. Protein expression and purification, 65 ((2)): (204-213). [PMID:19297694]
30. Thulasi Warrier,Marielle Tropis,Jim Werngren,Anne Diehl,Martin Gengenbacher,Brigitte Schlegel,Markus Schade,Hartmut Oschkinat,Mamadou Daffe,Sven Hoffner,Ali Nasser Eddine,Stefan H E Kaufmann. (2012-02-01) Antigen 85C inhibition restricts Mycobacterium tuberculosis growth through disruption of cord factor biosynthesis.. Antimicrobial agents and chemotherapy, 56 ((4)): (1735-1743). [PMID:22290959]

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n-Octyl-β-D-Thioglucopyranoside - 99%, high purity , CAS No.85618-21-9