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85618-21-9,MFCD00012189
Catalog No.:AA00IDNA

85618-21-9 | N-Octyl-beta-D-thioglucopyranoside

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Purity
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1g
99%
in stock  
$16.00   $11.00
- +
5g
99%
in stock  
$54.00   $38.00
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25g
97%
in stock  
$211.00   $148.00
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100g
97%
in stock  
$610.00   $427.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IDNA
Chemical Name:
N-Octyl-beta-D-thioglucopyranoside
CAS Number:
85618-21-9
Molecular Formula:
C14H28O5S
Molecular Weight:
308.4341
MDL Number:
MFCD00012189
SMILES:
CCCCCCCCS[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Properties
Computed Properties
 
Complexity:
254  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
9  
XLogP3:
2.2  

Downstream Synthesis Route

[1]Priebe,Waldemar;Grynkiewicz,Grzegorz[TetrahedronLetters,1991,vol.32,#50,p.7353-7356]

[1]Saito,Setsuo;Tsuchiya,Tomofusa[Chemicalandpharmaceuticalbulletin,1985,vol.33,#2,p.503-508]

[2]Smits;Engberts;Kelogg;VanDoren[MolecularCrystalsandLiquidCrystalsScienceandTechnology,SectionA:MolecularCrystalsandLiquidCrystals,1995,vol.260,#pt1,p.185-199]

[3]Galema,SaskiaA.;Engberts,JanB.F.N.;VanDoren,HenkA.[CarbohydrateResearch,1997,vol.303,#4,p.423-434]

[4]Szabó,LajosZ.;Hanrahan,DillonJ.;Jones,EvanM.;Martin,Erin;Pemberton,JeanneE.;Polt,Robin[CarbohydrateResearch,2016,vol.422,p.1-4]

[5]Wu,Xiubing;Chen,Langqiu;Fu,Fang;Fan,Yulin;Luo,Zhiqiang[JournalofMolecularLiquids,2019,vol.276,p.282-289]

124-13-0    85618-21-9   
4,6-O-Octylidenen-octyl1-thio-β-D-glucopyranoside 

[1]Smits;Engberts;Kelogg;VanDoren[MolecularCrystalsandLiquidCrystalsScienceandTechnology,SectionA:MolecularCrystalsandLiquidCrystals,1995,vol.260,#pt1,p.185-199]

24083-13-4    85618-21-9   
4,6-O-(Octyloxybenzylidene)n-octyl1-thio-β-D-glucopyranoside 

[1]Smits;Engberts;Kelogg;VanDoren[MolecularCrystalsandLiquidCrystalsScienceandTechnology,SectionA:MolecularCrystalsandLiquidCrystals,1995,vol.260,#pt1,p.185-199]

97-72-3    85618-21-9   
C18H34O6S 

[1]Locationinpatent:schemeortableMuramatsu,Wataru;Mishiro,Kenji;Ueda,Yoshihiro;Furuta,Takumi;Kawabata,Takeo[EuropeanJournalofOrganicChemistry,2010,#5,p.827-831]

[2]Kawabata,Takeo;Muramatsu,Wataru;Nishio,Tadashi;Shibata,Takeshi;Schedel,Hartmut[JournaloftheAmericanChemicalSociety,2007,vol.129,#42,p.12890-12895]

Literature

Title: Antigen 85C inhibition restricts Mycobacterium tuberculosis growth through disruption of cord factor biosynthesis.

Journal: Antimicrobial agents and chemotherapy 20120401

Title: Structural insights into human peroxisome proliferator activated receptor delta (PPAR-delta) selective ligand binding.

Journal: PloS one 20120101

Title: Simultaneous injection effective mixing analysis system for the determination of direct bilirubin in urinary samples.

Journal: Talanta 20111215

Title: Characterization of mixed non-ionic surfactants n-octyl-β-D-thioglucoside and octaethylene-glycol monododecyl ether: micellization and microstructure.

Journal: Journal of colloid and interface science 20110901

Title: Solubilization and structural stability of bacteriorhodopsin with a mild nonionic detergent, n-Octyl-β-thioglucoside.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: The thermodynamics of simple biomembrane mimetic systems.

Journal: Journal of pharmacy & bioallied sciences 20110101

Title: Sustained release of nucleic acids from polymeric nanoparticles using microemulsion precipitation in supercritical carbon dioxide.

Journal: Chemical communications (Cambridge, England) 20101221

Title: Glass transition behavior of octyl β-D-glucoside and octyl β-D-thioglucoside/water binary mixtures.

Journal: Carbohydrate research 20101122

Title: Structural and enzymatic characterization of Os3BGlu6, a rice beta-glucosidase hydrolyzing hydrophobic glycosides and (1->3)- and (1->2)-linked disaccharides.

Journal: Plant physiology 20090901

Title: On the urea action mechanism: a comparative study on the self-assembly of two sugar-based surfactants.

Journal: The journal of physical chemistry. B 20090521

Title: Chiral ionic liquids for enantioseparation of pharmaceutical products by capillary electrophoresis.

Journal: Journal of chromatography. A 20080919

Title: Bacteriorhodopsin/amphipol complexes: structural and functional properties.

Journal: Biophysical journal 20080501

Title: Molecular dynamics characterization of n-octyl-beta-D-glucopyranoside micelle structure in aqueous solution.

Journal: Journal of molecular graphics & modelling 20060901

Title: Effect of NaCl on the self-aggregation of n-octyl beta-D-thioglucopyranoside in aqueous medium.

Journal: The journal of physical chemistry. B 20060622

Title: N-octyl-beta-thioglucoside enhances the transdermal permeation of ketotifen.

Journal: Die Pharmazie 20060101

Title: 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.

Journal: Langmuir : the ACS journal of surfaces and colloids 20051025

Title: Fe(II)/Cu(I)-dependent P-type ATPase activity in the liver of Long-Evans cinnamon rats.

Journal: Life sciences 20050325

Title: Mycobacterium tuberculosis antigen 85A and 85C structures confirm binding orientation and conserved substrate specificity.

Journal: The Journal of biological chemistry 20040827

Title: Crystallization and preliminary X-ray crystallographic studies on a Kunitz-type potato serine protease inhibitor.

Journal: Acta crystallographica. Section D, Biological crystallography 20040801

Title: Identification of a 19.3-kDa protein in MRHA-positive Edwardsiella tarda: putative fimbrial major subunit.

Journal: FEMS microbiology letters 20030912

Title: Reconstitution of water channel function of an aquaporin overexpressed and purified from Pichia pastoris.

Journal: FEBS letters 20030227

Title: Liposomes composed of reconstituted membranes for induction of tumor-specific immunity.

Journal: Methods in enzymology 20030101

Title: Chiral separation of amino acids by capillary electrophoresis with octyl-beta-thioglucopyranoside as chiral selector.

Journal: Journal of chromatography. A 20021129

Title: Characterization of hemoglobin binding to Actinobacillus actinomycetemcomitans.

Journal: Anaerobe 20020601

Title: Thioglucosidase activity from Sphingobacterium sp. strain OTG1.

Journal: Applied microbiology and biotechnology 20010901

Title: The closed/open model for lipase activation. Addressing intermediate active forms of fungal enzymes by trapping of conformers in water-restricted environments.

Journal: Biochemistry 20010313

Title: [Micelle-mediated extraction for concentrating conjugated bilirubin in urine].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20010201

Title: Use of octyl beta-thioglucopyranoside in two-dimensional crystallization of membrane proteins.

Journal: Journal of structural biology 20010101

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