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Merck

85990

Sigma-Aldrich

Succinyl-β-Cyclodextrin

Synonym(e):

succ-β-CD, succinyl-β-CD

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About This Item

CAS-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.25

Form

powder

Qualitätsniveau

Verunreinigungen

~5% water

Farbe

white

mp (Schmelzpunkt)

225  °C ((437 °F ) - Decomposes on heating)

Lagertemp.

−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

InChIKey

DIRLEDPEXJLCIL-JCWBWLHSSA-N

Allgemeine Beschreibung

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.

Anwendung

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).
  • Catechin isomers in human biological samples and antihistamines in pharmaceutical preparations by CE.

Sonstige Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Influence of methanol on the enantioresolution of antihistamines with carboxymethyl-beta-cyclodextrin in capillary electrophoresis
Van Eeckhaut A, et al.
Electrophoresis, 25(16), 2838-2847 (2004)
S Sabbah et al.
Electrophoresis, 22(7), 1385-1393 (2001-05-31)
The separation of the LL and DD enantiomers of dipeptides and tripeptides using cyclodextrins (CDs) containing carboxyl groups was investigated with respect to the amino acid sequence of the peptides, the nature of the cyclodextrin and the buffer pH. Compared
Chiral Separations: Methods and Protocols
Methods in Molecular Biology (2004)
Hyunmyung Kim et al.
Chirality, 21(10), 937-942 (2009-02-11)
The chiral separation of (+/-)-catechin was investigated by capillary electrophoresis using characterized succinyl-beta-cyclodextrins (Suc-beta-CDs) with one to three degree of substitution values. The effects of nature and concentration of Suc-beta-CDs and running buffer pH on the migration time and resolution
Kwang-Woo Lee et al.
Journal of microbiology and biotechnology, 17(1), 74-80 (2007-12-07)
An enantioselective lipase gene (esf) for the kinetic resolution of optically active (S)-flurbiprofen was cloned from the new strain Serratia marcescens ES-2. The esf gene was composed of a 1,845-bp open reading frame encoding 614 amino acid residues with a

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