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C0926

Sigma-Aldrich

(2-idrossipropil)-β-ciclodestrina

powder, BioReagent, suitable for cell culture

Sinonimo/i:

2-hydroxypropylether, Beta-cyclodextrin

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About This Item

Numero CAS:
128446-35-5
Numero CE:
420-920-1
Codice UNSPSC:
12352201
ID PubChem:
24892288
NACRES:
NA.77

Origine biologica

corn starch

Nome Commerciale

BioReagent

Forma fisica

powder

PM

1396 Da

Grado di funzionalizzazione

4-10 (determined by NMR)

tecniche

cell culture | mammalian: suitable

Condizioni di spedizione

ambient

Temperatura di conservazione

room temp

Stringa SMILE

CC(O)COCC1OC2OC3C(COCC(C)O)OC(OC4C(COCC(C)O)OC(OC5C(COCC(C)O)OC(OC6C(COCC(C)O)OC(OC7C(COCC(C)O)OC(OC8C(COCC(C)O)OC(OC1C(OCC(C)O)C2OCC(C)O)C(OCC(C)O)C8OCC(C)O)C(OCC(C)O)C7OCC(C)O)C(OCC(C)O)C6OCC(C)O)C(OCC(C)O)C5OCC(C)O)C(OCC(C)O)C4OCC(C)O)C(OCC(C)O)C3OCC(C)O

InChI

1S/C63H112O42/c1-22(64)8-85-15-29-50-36(71)43(78)57(92-29)100-51-30(16-86-9-23(2)65)94-59(45(80)38(51)73)102-53-32(18-88-11-25(4)67)96-61(47(82)40(53)75)104-55-34(20-90-13-27(6)69)98-63(49(84)42(55)77)105-56-35(21-91-14-28(7)70)97-62(48(83)41(56)76)103-54-33(19-89-12-26(5)68)95-60(46(81)39(54)74)101-52-31(17-87-10-24(3)66)93-58(99-50)44(79)37(52)72/h22-84H,8-21H2,1-7H3/t22?,23?,24?,25?,26?,27?,28?,29-,30-,31?,32?,33?,34?,35?,36?,37-,38?,39-,40+,41+,42+,43?,44+,45?,46+,47+,48+,49+,50+,51+,52-,53-,54-,55-,56-,57+,58-,59+,60-,61-,62-,63-/m1/s1
ODLHGICHYURWBS-RYJYQAAZSA-N

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Descrizione generale

Cyclodextrins are cyclic oligosaccharides consisting of 6, 7, or 8 glucopyranose units, usually referred to as α-, β-, or γ-cyclodextrins, respectively. These compounds have rigid doughnut-shaped structures making them natural complexing agents. The unique structures of these compounds owe their stability to intramolecular hydrogen bonding between the C2- and C3-hydroxyl groups of neighboring glucopyranose units. The molecule takes on the shape of a torus with the C2- and C3-hydroxyls located around the larger opening and the more reactive C6-hydroxyl aligned around the smaller opening. The arrangement of C6-hydroxyls opposite the hydrogen bonded C2- and C3-hydroxyls forces the oxygen bonds into close proximity within the cavity, leading to an electron rich, hydrophobic interior. The size of this hydrophobic cavity is a function of the number of glucopyranose units forming the cyclodextrin.

The solubility of natural cyclodextrins is very poor. In the late 1960′s, it was discovered that chemical substitutions at the 2, 3, and 6 hydroxyl sites would greatly increase solubility. Most chemically modified cyclodextrins are able to achieve a 50% (w/v) concentration in water.

Cavity size is the major determinant as to which cyclodextrin is used in complexation. The cavity diameter of β-cyclodextrins or β-glucopyranose unit compounds is well-suited for use with molecules the size of hormones, vitamins and many compounds frequently used in tissue and cell culture applications. For this reason, β-cyclodextrin is most commonly used as a complexing agent.

Applicazioni

La solubilità dei farmaci lipofili aumenta linearmente con la concentrazione di idrossipropil-β-ciclodestrina (HBC) in soluzione acquosa a causa del complesso che si forma fra HBC e il farmaco. Questo complesso di tipo ospite/ospitante si forma tra il farmaco e la cavità non polare della HBC aumentando la solubilità. È possibile liofilizzare le soluzioni per produrre polveri facilmente solubili. Non tossico nel coniglio e nel topo.

Nota sulla preparazione

Solutions may be stored for several months at 4°C. Solid should be stored tightly sealed at room temperature.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

>752.0 °F

Punto d’infiammabilità (°C)

> 400 °C

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Sigma-Aldrich

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(2-Hydroxypropyl)-γ-cyclodextrin solid

Sigma-Aldrich

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Sigma-Aldrich

C4555

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(2-idrossipropil)-β-ciclodestrina United States Pharmacopeia (USP) Reference Standard

USP

1329709

(2-idrossipropil)-β-ciclodestrina

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SAFC

1.42020

Cyclodextrin HPB

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Sigma-Aldrich

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α-Cyclodextrin

γ-Cyclodextrin powder, BioReagent, suitable for cell culture, ≥98%

Sigma-Aldrich

C4930

γ-Cyclodextrin

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Cyclodextrin solubilizes fat-soluble vitamins and hormones, enhancing their solubility in water for cell culture applications.

Cyclodextrins

Techniques for solubilizing metabolically important compounds in aqueous solutions are reviewed.

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