Octyl β-D-glucopyranoside solution - ≥95%(HPLC), 50 % (w/v) in H2O , CAS No.29836-26-8

CAS: 29836-26-8 Cat. No.: O432559 Molecular Weight: 292.37 Beilstein Registry Number: 17(5)7,38 EC Number: 249-887-8

GRADE & PURITY ≥95%(HPLC), 50 % (w/v) in H2O

Synonyms

n-octyl-.beta.-d-glucopyranoside | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol | AKOS015919434 | NCGC00385963-01!(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol | n-Octyl glucoside | 1-Octyl beta-D-glucoside | B-Octylgluc

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Application

n-Octyl β-D-glucopyranoside (OGP) is a non-ionic detergent which has been used for isoelectric focusing (IEF) and two-dimensional electrophoresis (2D). OGP has been shown to be superior to Triton ™ X-100 for IEF of plant proteins. n -Octyl β-D-glucopyranoside has also been used for concentration of protein from 2D gels for digestion and mass spectroscopy analysis. 2.5% n -octyl β-D glucopyranoside has been used to homogenize mouse retina

Specifications

Synonyms

n-octyl-.beta.-d-glucopyranoside | (2R, 3S, 4S, 5R, 6R)-2-(hydroxymethyl)-6-(octyloxy)oxane-3, 4, 5-triol | AKOS015919434 | NCGC00385963-01!(2R, 3S, 4S, 5R, 6R)-2-(hydroxymethyl)-6-octoxyoxane-3, 4, 5-triol | n-Octyl glucoside | 1-Octyl beta-D-glucoside | B-Octylgluc

Specifications & Purity

≥95%(HPLC), 50 % (w/v) in H2O

Legal Information

Triton is a trademark of The Dow Chemical Company or an affiliated company of Dow

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%(HPLC)

Names and Identifiers

• Canonical Smiles: CCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
• InChIKey: HEGSGKPQLMEBJL-RKQHYHRCSA-N
• 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
• Isomeric SMILES: CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Molecular Weight: 292.37
• Beilstein: 17(5)7,38
• Reaxy-Rn: 25301480
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25301480&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acyl glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acyl glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acyl glycosides of mono- and disaccharides
• Alternative Parents: Hexoses Alkyl glycosides O-glycosyl compounds Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Fatty acyl glycoside of mono- or disaccharide - Alkyl glycoside - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Monosaccharide - Oxane - Secondary alcohol - Acetal - Organoheterocyclic compound - Oxacycle - Polyol - Organooxygen compound - Primary alcohol - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

lgtC Alpha 1,4 galactosyltransferase (29 Activities)

Discover Target: lgtC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

waaC Lipopolysaccharide heptosyltransferase 1 (62 Activities)

Discover Target: waaC

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -27° (C=1,MeOH)
• Melt Point(°C): 105°C
• Molecular Weight: 292.370 g/mol
• XLogP3: 1.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 292.189 Da
• Monoisotopic Mass: 292.189 Da
• Topological Polar Surface Area: 99.400 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 250.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Fei Liu, Yayun Qin, Yuwen Huang, Pan Gao, Jingzhen Li, Shanshan Yu, Danna Jia, Xiang Chen, Yuexia Lv, Jiayi Tu, Kui Sun, Yunqiao Han, James Reilly, Xinhua Shu, Qunwei Lu, Zhaohui Tang, Chengqi Xu, Daji Luo, Mugen Liu.  (2022)  Rod genesis driven by mafba in an nrl knockout zebrafish model with altered photoreceptor composition and progressive retinal degeneration.  PLoS Genetics,  18  (3): (e1009841).  [PMID:35245286] [10.1371/journal.pgen.1009841]

2. Zhang Peng, Wang Junqian, Ding Xuanwei, Lin Jun, Jiang Hao, Zhou Hongjun, Lu Yuan.  (2019)  Exploration of the Tolerance Ability of a Cell-Free Biosynthesis System to Toxic Substances.  APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY,  189  (4): (1096-1107).  [PMID:31161383] [10.1007/s12010-019-03039-5]

3. Zhixia Liang, Yanbin Yun, Manxiang Wang, Guicheng Liu, Peng Lu, Woochul Yang, Chunli Li.  (2019)  Performance evaluation of interfacial polymerisation-fabricated aquaporin-based biomimetic membranes in forward osmosis.  RSC Advances,  9  (19): (10715-10726).  [PMID:35515303] [10.1039/C9RA00787C]

4. Pingping Meng, Shubo Deng, Ayiguli Maimaiti, Bin Wang, Jun Huang, Yujue Wang, Ian T. Cousins, Gang Yu.  (2018)  Efficient removal of perfluorooctane sulfonate from aqueous film-forming foam solution by aeration-foam collection.  CHEMOSPHERE,      [PMID:29625315] [10.1016/j.chemosphere.2018.03.183]

5. Yueyue Li, Yujia Zhai, Bing Fu, Yuanlin He, Ying Feng, Fang Ma, Haojie Lu.  (2024)  A comprehensive N-glycome map of porcine sperm membrane before and after capacitation.  CARBOHYDRATE POLYMERS,      [PMID:38616102] [10.1016/j.carbpol.2024.122084]

6. Jiaoming Dong, Yu Li, Xiumei Mo.  (2012)  The study of a new detergent (octyl-glucopyranoside) for decellularizing porcine pericardium as tissue engineering scaffold.  JOURNAL OF SURGICAL RESEARCH,      [PMID:23267763] [10.1016/j.jss.2012.11.047]