C0926

(2-Hidroxipropil)-β-ciclodextrina

powder, BioReagent, suitable for cell culture

• Sinônimo(s): 2-hydroxypropylether, Beta-cyclodextrin
• Número CAS: 128446-35-5
• Número CE: 420-920-1
• Código UNSPSC: 12352201
• ID de substância PubChem: 24892288
• NACRES: NA.77

Propriedades

• fonte biológica: corn starch
• Nível de qualidade: 300
• linha de produto: BioReagent
• Formulário: powder
• peso molecular: 1396 Da
• Extensão da rotulagem: 4-10 (determined by NMR)
• técnica(s): cell culture | mammalian: suitable
• Condições de expedição: ambient
• temperatura de armazenamento: room temp
• cadeia de caracteres SMILES: 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
• chave InChI: ODLHGICHYURWBS-RYJYQAAZSA-N

Descrição

Descrição geral

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.

Aplicação

A solubilidade dos fármacos lipofílicos aumenta linearmente com a concentração de hidroxipropil-β-ciclodextrina (HBC) em solução aquosa devido ao complexo entre a HBC e o fármaco. Esse complexo do tipo hóspede/hospedeiro se forma entre o fármaco e a cavidade não polar da HBC, levando a uma maior solubilidade. As soluções podem ser liofilizadas para produzir pós altamente solúveis. Atóxico para coelhos e camundongos.

Nota de preparo

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

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 1
• Ponto de fulgor (°F): >752.0 °F
• Ponto de fulgor (°C): > 400 °C
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)