Cas no 223412-29-1 (Octyl D-Galactofuranoside Tetraacetate)

Octyl D-Galactofuranoside Tetraacetate is a chemically modified galactose derivative, where the hydroxyl groups are acetylated and the anomeric position is linked to an octyl chain via a glycosidic bond. This compound is primarily utilized in glycochemistry and biochemical research as a synthetic intermediate or substrate for enzymatic studies. The tetraacetate protection enhances stability and solubility in organic solvents, facilitating its use in controlled glycosylation reactions. The octyl moiety improves lipophilicity, making it suitable for membrane-related applications. Its well-defined structure and high purity make it a reliable reagent for investigating galactofuranose-containing biomolecules, such as bacterial cell wall components or glycoconjugate synthesis.
Octyl D-Galactofuranoside Tetraacetate structure
223412-29-1 structure
Product Name:Octyl D-Galactofuranoside Tetraacetate
CAS No:223412-29-1
MF:C22H36O10
MW:460.515248298645
CID:1059599
PubChem ID:71751292
Update Time:2025-05-19

Octyl D-Galactofuranoside Tetraacetate Chemical and Physical Properties

Names and Identifiers

    • Octyl D-Galactofuranoside Tetraacetate
    • Octyl D-Galactofuran
    • [(2S)-2-acetyloxy-2-[(2S,3S,4R)-3,4-diacetyloxy-5-octoxyoxolan-2-yl]ethyl] acetate
    • DTXSID40858244
    • 223412-29-1
    • Inchi: 1S/C22H36O10/c1-6-7-8-9-10-11-12-27-22-21(31-17(5)26)20(30-16(4)25)19(32-22)18(29-15(3)24)13-28-14(2)23/h18-22H,6-13H2,1-5H3/t18-,19-,20-,21+,22?/m0/s1
    • InChI Key: YQYGIWWSRQRBBQ-CJLFMRGVSA-N
    • SMILES: O1C([C@@H]([C@H]([C@@H]1[C@H](COC(C)=O)OC(C)=O)OC(C)=O)OC(C)=O)OCCCCCCCC

Computed Properties

  • Exact Mass: 460.23100
  • Monoisotopic Mass: 460.23084734g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 32
  • Rotatable Bond Count: 18
  • Complexity: 620
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.1
  • Topological Polar Surface Area: 124?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 519.3±50.0 °C at 760 mmHg
  • Flash Point: 220.1±30.2 °C
  • Solubility: Dichloromethane, Methanol
  • PSA: 123.66000
  • LogP: 2.44660
  • Vapor Pressure: 0.0±1.4 mmHg at 25°C

Octyl D-Galactofuranoside Tetraacetate Security Information

Octyl D-Galactofuranoside Tetraacetate Pricemore >>

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Octyl D-Galactofuranoside Tetraacetate Production Method

Additional information on Octyl D-Galactofuranoside Tetraacetate

Octyl D-Galactofuranoside Tetraacetate (CAS No. 223412-29-1): A Comprehensive Overview

Octyl D-Galactofuranoside Tetraacetate (CAS No. 223412-29-1) is a sophisticated chemical compound that has garnered significant attention in the fields of chemistry, biology, and pharmaceutical research. This compound is a derivative of D-galactose, a monosaccharide that plays a crucial role in various biological processes. The tetraacetate esterification of the galactose moiety, coupled with the octyl chain, imparts unique properties that make it an intriguing subject for scientific investigation.

The chemical structure of Octyl D-Galactofuranoside Tetraacetate consists of a D-galactofuranose ring with four acetate groups attached to the hydroxyl groups at positions 1, 2, 3, and 4. The octyl chain is linked to the anomeric carbon at position 1 through a glycosidic bond. This structure confers hydrophobic characteristics to the molecule, making it highly soluble in organic solvents and less soluble in water. These properties are advantageous for various applications, including drug delivery systems and surfactant formulations.

Recent research studies have highlighted the potential of Octyl D-Galactofuranoside Tetraacetate in several areas. One notable application is its use as a model compound in the study of carbohydrate-protein interactions. Carbohydrates play a vital role in cell recognition and signaling processes, and understanding their interactions with proteins is essential for developing therapeutic agents. Octyl D-Galactofuranoside Tetraacetate serves as an excellent model due to its well-defined structure and stability.

In the context of drug delivery, Octyl D-Galactofuranoside Tetraacetate has shown promise as a carrier molecule for targeted drug delivery systems. Its hydrophobic nature allows it to form micelles or liposomes, which can encapsulate hydrophobic drugs and enhance their solubility and bioavailability. This property is particularly useful for drugs that have poor aqueous solubility and require specialized delivery methods to achieve therapeutic efficacy.

Another area of interest is the use of Octyl D-Galactofuranoside Tetraacetate as a surfactant in various industrial applications. Surfactants are essential for emulsification, wetting, and dispersing processes in industries such as cosmetics, pharmaceuticals, and food processing. The unique combination of hydrophobic and hydrophilic properties in Octyl D-Galactofuranoside Tetraacetate makes it an effective surfactant with low toxicity and high biocompatibility.

The synthesis of Octyl D-Galactofuranoside Tetraacetate involves several steps, including the protection of hydroxyl groups on D-galactose with acetyl groups, followed by glycosylation with octanol to form the glycosidic bond. The final step involves deprotection to yield the desired compound. This synthetic route has been optimized to achieve high yields and purity, making it suitable for large-scale production.

From a safety perspective, Octyl D-Galactofuranoside Tetraacetate is generally considered safe for use in laboratory settings when proper handling protocols are followed. However, like any chemical compound, it should be handled with care to avoid inhalation or skin contact. Safety data sheets (SDS) should be consulted for detailed information on handling and storage procedures.

In conclusion, Octyl D-Galactofuranoside Tetraacetate (CAS No. 223412-29-1) is a versatile compound with significant potential in various scientific and industrial applications. Its unique chemical structure and properties make it an attractive candidate for further research and development in fields such as drug delivery, surfactant technology, and carbohydrate-protein interactions. As ongoing studies continue to uncover new applications and insights, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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