gamma-Cyclodextrin

Base Information

• Chemical Name: gamma-Cyclodextrin
• CAS No.: 17465-86-0
• Deprecated CAS: 216309-81-8,217487-02-0,1229648-15-0,1714824-80-2,2095261-38-2,1229648-15-0,217487-02-0
• Molecular Formula: C48H80O40
• Molecular Weight: 1297.14
• Hs Code.: 29400000
• European Community (EC) Number: 241-482-4
• UNII: KZJ0BYZ5VA
• DSSTox Substance ID: DTXSID5047033
• Nikkaji Number: J245.584F
• Wikidata: Q27225754
• NCI Thesaurus Code: C78670
• RXCUI: 1366989
• ChEMBL ID: CHEMBL3182126
• Mol file: 17465-86-0.mol

Synonyms:cyclomalto-octaose;cyclomaltooctaose;cyclooctaamylose;gamma-cyclodextrin

Chemical Property of gamma-Cyclodextrin

Chemical Property:

• Appearance/Colour: white tpowder
• Melting Point: 267 °C
• Refractive Index: 1.591
• Boiling Point: 845.2°C (rough estimate)
• PKA: 11.68±0.70(Predicted)
• Flash Point: 450℃
• PSA: 633.20000
• Density: 1.624 g/cm³
• LogP: -17.40640
• Storage Temp.: room temp
• Solubility.: 1 M NaOH: 25 mg/mL, may be clear to slightly hazy
• Water Solubility.: 232g/L(25 oC)
• XLogP3: -17.2
• Hydrogen Bond Donor Count: 24
• Hydrogen Bond Acceptor Count: 40
• Rotatable Bond Count: 8
• Exact Mass: 1296.4225873
• Heavy Atom Count: 88
• Complexity: 1720

Purity/Quality:

≥ 98% ^*data from raw suppliers

gamma-Cyclodextrin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Polysaccharides
• Canonical SMILES: C(C1C2C(C(C(O1)OC3C(OC(C(C3O)O)OC4C(OC(C(C4O)O)OC5C(OC(C(C5O)O)OC6C(OC(C(C6O)O)OC7C(OC(C(C7O)O)OC8C(OC(C(C8O)O)OC9C(OC(O2)C(C9O)O)CO)CO)CO)CO)CO)CO)CO)O)O)O
• Isomeric SMILES: C([C@@H]1[C@@H]2[C@@H]([C@H]([C@H](O1)O[C@@H]3[C@H](O[C@@H]([C@@H]([C@H]3O)O)O[C@@H]4[C@H](O[C@@H]([C@@H]([C@H]4O)O)O[C@@H]5[C@H](O[C@@H]([C@@H]([C@H]5O)O)O[C@@H]6[C@H](O[C@@H]([C@@H]([C@H]6O)O)O[C@@H]7[C@H](O[C@@H]([C@@H]([C@H]7O)O)O[C@@H]8[C@H](O[C@@H]([C@@H]([C@H]8O)O)O[C@@H]9[C@H](O[C@H](O2)[C@@H]([C@H]9O)O)CO)CO)CO)CO)CO)CO)CO)O)O)O
• Recent ClinicalTrials: Effect of Gamma-cyclodextrin on the Bioavailability of Ginsenosides
• Uses: A molecule used to solublize non-polar molecules such a cholesterol for use in cell culture. γ-Cyclodextrin can be used as a precursor for the synthesis of: Octakis-(2,3-di-O-methyl-6-O-carboxymethyl)-γ-cyclodextrin sodium salt (ODMCM). ODMCM is used in capillary electrophoresis as a chiral resolving agent.Water-soluble cyclodextrin thioethers derivatives for the transportation of hydrophobic drugs. γ-Cyclodextrin (γ-CD), a water-soluble cyclic oligosaccharide consisting of eight α-(1,4)-linked glucopyranose subunits, can be used in a wide range of applications including:Synthesis of renewable and biocompatible metal-organic frameworks.Formation of inclusion complexes with a variety of guest molecules to increase their solubility in water and other polar solvents.Synthesis of γ-CD based nanogels and dendrimers as carriers and stabilizers for drug delivery applications.

Technology Process of gamma-Cyclodextrin

There total 33 articles about gamma-Cyclodextrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

soluble starch → β‐cyclodextrin (7585-39-9) + cyclomaltooctaose (17465-86-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With cyclodextrin glycosyltransferase from Paenibacillus Sp F₈; In phosphate buffer; pH=7.0; Enzymatic reaction;

DOI:10.1016/S0008-6215(00)00151-8

Reference yield:

starch (9005-25-8) → β‐cyclodextrin (7585-39-9) + cyclomaltooctaose (17465-86-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With sodium phosphate buffer; Paenibacillus illinoisensis cyclodextrin glucanotransferase; In ethanol; water; at 30 ℃; for 24h; pH=7.0;

DOI:10.1271/bbb.67.334

Reference yield:

amylose → cyclomaltododecaose + β‐cyclodextrin (7585-39-9) + cyclomaltooctaose (17465-86-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With Paenibacillus A₁₁ cyclodextrin glycosyltransferase; In dimethyl sulfoxide; at 40 ℃; for 0.5h; pH=6; Temperature; Kinetics; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1002/jmr.1015

upstream raw materials:

prostacyclin*γ-cyclodextrin

C₄₈H₈₀O₄₀*C₂₁H₃₄O₅

C₄₈H₈₀O₄₀*C₁₆H₁₀

starch

Downstream raw materials:

C₆₁H₈₈N₂O₄₁

C₄₈H₈₀O₄₀*C₁₉H₃₁NO

C₄₈H₈₀O₄₀*C₁₄H₁₄N₃O₃S^(1-)*Na⁽¹⁺⁾

octakis(3-O-benzyl-2,6-di-O-methyl)cyclomaltooctaose

Refernces

• 1、 Abou-Zied, Osama K.. "A spectroscopic study of the inclusion of azulene by β- And γ-cyclodextrins". . p. 245 - 251. Retrieved 2005.
• 2、 Larsen, Dennis,Beeren, Sophie R.. "Enzyme-mediated dynamic combinatorial chemistry allows out-of-equilibrium template-directed synthesis of macrocyclic oligosaccharides". . p. 9981 - 9987. Retrieved 2019/11/14.