85990

Succinyl-β-cyclodextrin

• Synonym(s): succ-β-CD, succinyl-β-CD
• CAS Number: 957494-34-7
• MDL number: MFCD00800297
• UNSPSC Code: 12352201
• PubChem Substance ID: 57653074
• NACRES: NA.25

Properties

• form: powder
• Quality Level: 100
• impurities: ~5% water
• color: white
• mp: 225 °C ((437 °F ) - Decomposes on heating)
• storage temp.: −20°C
• SMILES string: CC(=O)CCC(=O)OC[C@H]1O[C@@H]2O[C@H]3[C@@H](O)[C@H](O)[C@H](O[C@@H]3COC(=O)CCC(O)=O)O[C@H]4[C@@H](O)[C@H](O)[C@H](O[C@@H]4COC(=O)CCC(O)=O)O[C@H]5[C@@H](O)[C@H](O)[C@H](O[C@@H]5COC(=O)CCC(O)=O)O[C@H]6[C@@H](O)[C@H](O)[C@H](O[C@@H]6COC(=O)CCC(O)=O)O[C@H]7[C@@H](O)[C@H](O)[C@H](O[C@@H]7COC(=O)CCC(O)=O)O[C@H]8[C@@H](O)[C@H](O)[C@H](O[C@@H]8COC(=O)CCC(O)=O)O[C@H]1[C@@H](O)[C@@H]2O
• InChI: 1S/C71H100O55/c1-23(72)2-9-37(85)106-16-24-58-44(92)51(99)65(113-24)121-59-25(17-107-38(86)10-3-31(73)74)115-67(53(101)46(59)94)123-61-27(19-109-40(88)12-5-33(77)78)117-69(55(103)48(61)96)125-63-29(21-111-42(90)14-7-35(81)82)119-71(57(105)50(63)98)126-64-30(22-112-43(91)15-8-36(83)84)118-70(56(104)49(64)97)124-62-28(20-110-41(89)13-6-34(79)80)116-68(54(102)47(62)95)122-60-26(18-108-39(87)11-4-32(75)76)114-66(120-58)52(100)45(60)93/h24-30,44-71,92-105H,2-22H2,1H3,(H,73,74)(H,75,76)(H,77,78)(H,79,80)(H,81,82)(H,83,84)/t24-,25-,26-,27-,28-,29-,30-,44+,45+,46+,47+,48+,49+,50+,51+,52+,53+,54+,55+,56+,57+,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-/m1/s1
• InChI key: DIRLEDPEXJLCIL-JCWBWLHSSA-N

Description

General description

Succinyl-β-cyclodextrin is a negatively charged cyclodextrin derivative that has major implications in the chiral separation of neutral and basic analytes by means of capillary electrophoresis (CE), owing to its counter-current mobility.[1][2][3]

Application

Cyclodextrins (CD) are cyclic oligosaccharides composed of D-glucose units connected via α(1→4) glycosidic bonds. Common cyclodextrins contain six (α-CD); seven (β-CD) or eight (gamma-CD) D-glucose units. Cyclodextrins are sometimes derivitized through esterification at positions two, three and/or six.
Succinyl-β-cyclodextrin and carboxymethyl-β-cyclodextrin are used as chiral selective agents in capillary electrophoresis for the separation of di- and tri-peptide enantiomers and catechin enantiomers. Succinyl-β-cyclodextrin is used to optimize analysis of PNA-DNA duplexes with diethylthiadicarbocyanine dye.

Succinyl-β-cyclodextrin may be used as a chiral selector to resolve:

• Acylamine fungicides in commercial agrochemical formulations by electrokinetic chromatography (EKC).[4][5]
• Catechin isomers[6] in human biological samples and antihistamines[2] in pharmaceutical preparations by CE.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)