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Merck
CN

C0926

Sigma-Aldrich

(2-羟丙基)-β-环糊精

powder, BioReagent, suitable for cell culture

别名:

2-hydroxypropylether, Beta-cyclodextrin

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About This Item

EC 号:
UNSPSC代码:
12352201
PubChem化学物质编号:
NACRES:
NA.77

生物来源

corn starch

质量水平

产品线

BioReagent

表单

powder

分子量

1396 Da

标记范围

4-10 (determined by NMR)

技术

cell culture | mammalian: suitable

运输

ambient

储存温度

room temp

SMILES字符串

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

InChI key

ODLHGICHYURWBS-RYJYQAAZSA-N

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相关类别

一般描述

环糊精是由6、7或8个吡喃葡萄糖单元组成的环状低聚糖,通常分别称为α-、β-或γ-环糊精。这些化合物具有刚性环形结构,使其成为天然的络合剂。这些化合物的相邻吡喃葡萄糖单元的C2-和C3-羟基之间易于形成分子内氢键,使其独特结构具有稳定性。该分子具有圆环形状,其C2-和C3-羟基位于较大开口端周围,反应性更强的C6-羟基排列在较小开口端周围。与氢键合C2-和C3-羟基相对的C6-羟基排列迫使氧键在空腔内紧密靠近,产生一个富电子的疏水内部。该疏水性空腔的大小是形成环糊精的吡喃葡萄糖单元数的函数。

天然环糊精的溶解度非常低。在20世纪60年代后期,人们发现2、3和6羟基位置的化学取代能大大增加溶解度。大多数化学改性环糊精能够在水中达到50% (w/v)的浓度。

空腔大小是决定使用哪种环糊精进行络合的主要因素。β-环糊精或β-吡喃葡萄糖单元化合物的空腔直径非常适合用于与激素、维生素以及许多组织和细胞培养常用化合物大小相近的分子。因此,β-环糊精最常被用作络合剂。

应用

亲脂性药物的溶解度随着水溶液中的羟丙基-β-环糊精(HBC)浓度线性增加,这是因为HBC与药物形成了复合物。这种客体-宿主型复合物在药物与HBC的非极性空穴间形成,导致溶解度增强。 可以将溶液冻干以产生易溶的粉末。 对家兔和小鼠无毒性。

制备说明

溶液可在4°C下储存数月。固体应在室温下密封保存。

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储存分类代码

11 - Combustible Solids

WGK

WGK 1

闪点(°F)

>752.0 °F

闪点(°C)

> 400 °C

个人防护装备

Eyeshields, Gloves, type N95 (US)


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beta-cyclodextrin (beta-CD) and other cyclodextrins (CDs) have utility for solubilizing and stabilizing drugs; however, some are nephrotoxic when administered parenterally. A number of workers have attempted to identify, prepare, and evaluate various CD derivatives with superior inclusion complexation and maximal

商品

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

很多重要的代谢化合物,例如脂溶性维生素和激素,在水溶液中的溶解度很低。很多技术被用于提高这些化合物在组织培养物、细胞培养物或其他水基应用中的溶解度。

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

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