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85990

Sigma-Aldrich

Succinyl-β-cyclodextrin

Sinonimo/i:

succ-β-CD, succinyl-β-CD

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500 MG
219,00 €
5 G
1.420,00 €

About This Item

Numero CAS:
Numero MDL:
Codice UNSPSC:
12352201
ID PubChem:
NACRES:
NA.25

219,00 €


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Stato

powder

Livello qualitativo

Impurezze

~5% water

Colore

white

Punto di fusione

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

Temperatura di conservazione

−20°C

Stringa SMILE

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
DIRLEDPEXJLCIL-JCWBWLHSSA-N

Descrizione generale

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]

Applicazioni

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.

Altre note

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


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Certificati d'analisi (COA)

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Chiral separation of agricultural fungicides
Perez-Fernandez V, et al.
Journal of Chromatography A, 1218(38), 6561-6582 (2011)
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)
Tullia Tedeschi et al.
Journal of biochemical and biophysical methods, 70(5), 735-741 (2007-05-26)
The 3,3'-diethylthiacarbocyanine (DiSC(2)(5)) dye is able to aggregate on full matched PNA-DNA duplexes by changing its absorption properties, which are manifested by an instantaneous colour shift from blue to purple. However the spontaneous aggregation of the dye also on mismatched
Selected fundamental aspects of chiral electromigration techniques and their application to pharmaceutical and biomedical analysis
Scriba GKE
Journal of Pharmaceutical and Biomedical Analysis, 27(3-4), 373-399 (2002)
Deia Abd el-Hady et al.
Talanta, 76(1), 138-145 (2008-07-01)
A simple and reliable analytical electrophoretic method using chiral capillary electrophoresis (CCE) with a high-sensitivity cell of special design has been established for simultaneous determination of (+)-catechin (C) and (-)-epicatechin (EC) in aqueous and human plasma media. The application of

Domande

  1. What is the molecular weight of this product?

    1 risposta
    1. The molecular weight for the β-Cyclodextrin moiety is 1135 g/mole and the contribution from the succinic acid portion is 100.1 g/mole. This mass is used for succinic acid as water is lost during the condensation reaction when cyclodextrin and succinic acid form the conjugate. Thus, the average molecular formula and average formula weight can be expressed as the following. C42H70-nO35 • (C4H5O3)n or 1135.0 + n •100.1 The average degree of substitution for this product is ~3.5 for this product making the molecular weight approximately ~1485 g/mole for this product. The degree of substitution can vary from 2.5 - 5 for this product and the batch specific certificate of analysis should be reviewed to gather the degree of substitution (n).

      Utile?

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