alpha-CYCLODEXTRIN

Base Information

• Chemical Name: alpha-CYCLODEXTRIN
• CAS No.: 10016-20-3
• Deprecated CAS: 23513-50-0,41871-62-9,47910-04-3,1229648-14-9,1244024-89-2,2095261-37-1,1244024-89-2,41871-62-9,47910-04-3
• Molecular Formula: C36H60O30
• Molecular Weight: 972.854
• Hs Code.: 29400090
• European Community (EC) Number: 233-007-4
• UNII: Z1LH97KTRM
• DSSTox Substance ID: DTXSID7030698
• Nikkaji Number: J209.149F
• Wikipedia: Alpha-Cyclodextrin
• Wikidata: Q27104460
• NCI Thesaurus Code: C76093
• RXCUI: 1362882
• Metabolomics Workbench ID: 52254
• ChEMBL ID: CHEMBL1230813
• Mol file: 10016-20-3.mol

Synonyms:alpha-cyclodextrin;cyclohexaamylose;cyclomaltohexaose

Chemical Property of alpha-CYCLODEXTRIN

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >278 °C (dec.)(lit.)
• Refractive Index: 1.591
• Boiling Point: 1410.8 °C at 760 mmHg
• PKA: 11.77±0.70(Predicted)
• Flash Point: 807.1 °C
• PSA: 474.90000
• Density: 1.624 g/cm³
• LogP: -13.05480
• Storage Temp.: Store at RT.
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: Soluble in water at 1%(w/v)
• XLogP3: -12.9
• Hydrogen Bond Donor Count: 18
• Hydrogen Bond Acceptor Count: 30
• Rotatable Bond Count: 6
• Exact Mass: 972.31694049
• Heavy Atom Count: 66
• Complexity: 1250

Purity/Quality:

99% ^*data from raw suppliers

Cyclomaltohexaose ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Oligosaccharides
• 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(O2)C(C7O)O)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](O2)[C@@H]([C@H]7O)O)CO)CO)CO)CO)CO)O)O)O
• Recent ClinicalTrials: Determining Lipid Content in Stool After Alpha-cyclodextrin
• Uses: also available in pharma grade A naturally occuring clathrate. Useful for selective precipitation of enantiomeric, positional or structural isomersα-Cyclodextrin is used as a fiber ingredient, an odor or flavor masking agent. It is also useful for emulsification applications. It is also used as whipping fiber and emulsifying fiber. It finds application in medical, healthcare and food and beverage applications. It is also used to lower blood low-density lipoprotein cholesterol levels and lower blood triglyceride levels. It plays an essential role in fat free or fat containing dessert compositions and also employed for the reduction or the replacement of egg white in confectionary and bakery applications. Further, it acts as a supramolecular carrier, complexing agent and controlled drug release. In addition to this, it is used to increase the insulin and leptin sensitivity.

Technology Process of alpha-CYCLODEXTRIN

There total 141 articles about alpha-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:

α-cyclodextrin-Methyl Orange complex (64887-49-6) → methyl orange (547-58-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

In water; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00032a036

Reference yield:

C36H60O30*C9H7NO6 → 4-(acetyloxy)-3-nitrobenzoic acid (1210-97-5) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With phosphate buffer; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00243a055

Reference yield:

C36H60O30*C11H11NO6 → 4-carboxy-2-nitrophenyl butanoate (56003-42-0) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With phosphate buffer; at 25 ℃; Equilibrium constant;

DOI:10.1021/jo00243a055

upstream raw materials:

α-cyclodextrin-Methyl Orange complex

C₃₇H₄₇N₃⁽²⁺⁾*C₃₆H₆₀O₃₀*2Br^(1-)

C₃₆H₆₀O₃₀*C₁₂H₁₄N₂

C₃₆H₆₀O₃₀*C₁₄H₁₁N₂O₃^(1-)

Downstream raw materials:

hexakis(6-O-mesitylenesulfonyl)-α-cyclodextrin

C₆₃H₉₀O₃₆S₃

C₆₃H₉₀O₃₆S₃

6(A),6(B)-dimesitylenesulfonyl-α-CD

Refernces

Cyclodextrin complexation of a stilbene and the self-assembly of a simple molecular device

10.1039/b310519a

The research investigates the cyclodextrin complexation of a stilbene and the self-assembly of a simple molecular device. Key chemicals involved include (E)-4-tert-Butyl-4'-oxystilbene (1'), α-cyclodextrin (αCD), β-cyclodextrin (βCD), N-(6A-deoxy-α-cyclodextrin-6A-yl)-N'-(6A-deoxy-β-cyclodextrin-6A-yl)urea (2), and N,N-bis(6A-deoxy-β-cyclodextrin-6Ayl)urea (3). The study explores how the stilbene 1' can be photoisomerized between its (E) and (Z) isomers, and how these isomers interact with cyclodextrins to form inclusion complexes. The research also examines the formation of binary and ternary complexes, such as 2·(E)-1' and 2·(Z)-1'·4', where 4' represents 4-methylbenzoate. These interactions are studied using techniques like UV-vis spectroscopy and 1H NMR spectroscopy to understand the dynamics of complexation and isomerization, revealing the potential for constructing molecular devices that can be controlled by photochemical and thermal processes.

Catalysis of the Debromination of 4-Alkyl-4-bromo-2,5-cyclohexadienones in Aqueous Solution by α-Cyclodextrin

10.1021/ja00218a036

The research explores the catalytic effects of α-cyclodextrin (CD) on the debromination of 4-alkyl-4-bromo-2,5-cyclohexadienones in aqueous solution. The study aims to understand the role of CD in the debromination process, which is the reverse of the ipso bromination of phenols. The researchers found that CD significantly catalyzes the debromination reaction, with the rate being about 18 times faster in the presence of 5 mM CD. The results suggest that the catalysis involves the reaction of free bromide ion with the CD-dienone complex, and the rate enhancements are much larger (2400-4600) and almost constant, implying that Br- in its CD complex is a stronger nucleophile than bromide ion that is completely solvated by water. The chemicals used in the process include α-cyclodextrin, various alkylphenols (such as methyl, ethyl, isopropyl, n-propyl, and tert-butyl derivatives), bromine, and aqueous solutions of hydrochloric acid and potassium bromide. The conclusions provide insights into the mechanism of CD-catalyzed reactions and the transition state for bromination and debromination, highlighting the strong binding of the transition state to CD and the enhanced nucleophilicity of bromide ion when complexed by CD.