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10016-20-3 , a-Cyclodextrin

10016-20-3 , a-Cyclodextrin
Cas:10016-20-3
C36H60O30 / 972.84
MFCD00078207

a-Cyclodextrin

Non-reducing cyclic saccharide consisting of six α-1,4-linked D-glucopyranosyl units produced by the action of cyclodextrin glucosyltransferase (CGTase, EC 2.4.1.19) on hydrolyzed starch. Useful for the solubilization of nonpolar macromolecules such as fatty acids, lipids, and cholesterol for use in cell culture applications. Cyclodextrins are low molecular weight organic molecules which form water-soluble complexes with various compounds.

α-Cyclodextrin (α-CD) is a cyclic oligosaccharide that consists of six glucopyranose units linked by α-(1,4) bonds. It is mainly used as a stabilizer for emulsions such as mayonnaise, margarine or butter creams.

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Alpha-cyclodextrin is a cycloamylose composed of six alpha-(1->4) linked D-glucopyranose units.

Hexagonal plates or blade-shaped needles. (NTP, 1992)

α-Cyclodextrin is a cyclic oligosaccharide with 6 D-glucose residues which are α-1,4-linked. α-cyclodextrin is used in the food industry to encapsulate flavours and fragrances (Kfoury, 2016). α-cyclodextrin is also an effective inhibitor of the upstream inflammatory response induced by cholesterol crystals. Cholesterol crystal-induced complement activation is a critical step in the development of atherosclerosis, thus inhibition of complement with α-cyclodextrin has the potential to be used in the treatment of atherosclerosis (Pilely, 2019).

CAS Number10016-20-3
Product NameAlfadex
IUPAC Name(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31R,32R,33R,34R,35R,36R,37R,38R,39R,40R,41R,42R)-5,10,15,20,25,30-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29-dodecaoxaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetracontane-31,32,33,34,35,36,37,38,39,40,41,42-dodecol
Molecular FormulaC36H60O30
Molecular Weight972.84 g/mol
InChIInChI=1S/C36H60O30/c37-1-7-25-13(43)19(49)31(55-7)62-26-8(2-38)57-33(21(51)15(26)45)64-28-10(4-40)59-35(23(53)17(28)47)66-30-12(6-42)60-36(24(54)18(30)48)65-29-11(5-41)58-34(22(52)16(29)46)63-27-9(3-39)56-32(61-25)20(50)14(27)44/h7-54H,1-6H2/t7-,8-,9-,10-,11-,12-,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-/m1/s1
InChI KeyHFHDHCJBZVLPGP-RWMJIURBSA-N
SMILESC(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
SolubilitySoluble in DMSO
Synonymsalpha-cyclodextrin, cyclohexaamylose, cyclomaltohexaose
Canonical SMILESC(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 SMILESC([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


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