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Merck

39915

Sigma-Aldrich

七(2,6-二-O-甲基)-β-环糊精

≥98.0% (TLC)

别名:

2,6-二-O-甲基-β-环糊精, 二甲基 β-环糊精

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About This Item

经验公式(希尔记法):
C56H98O35
CAS号:
分子量:
1331.36
Beilstein:
1679144
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥98.0% (TLC)

旋光性

[α]20/D +158±3°, c = 10% in H2O

杂质

≤3% water

SMILES字符串

COC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](OC)[C@H](O[C@@H]3COC)O[C@H]4[C@H](O)[C@@H](OC)[C@H](O[C@@H]4COC)O[C@H]5[C@H](O)[C@@H](OC)[C@H](O[C@@H]5COC)O[C@H]6[C@H](O)[C@@H](OC)[C@H](O[C@@H]6COC)O[C@H]7[C@H](O)[C@@H](OC)[C@H](O[C@@H]7COC)O[C@H]8[C@H](O)[C@@H](OC)[C@H](O[C@@H]8COC)O[C@H]1[C@H](O)[C@H]2OC

InChI

1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3/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-/m1/s1

InChI key

QGKBSGBYSPTPKJ-UZMKXNTCSA-N

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一般描述

Heptakis(2,6-di-O-methyl)-β-cyclodextrin is a water-soluble derivative of cyclodextrin that exhibits the ability to effectively dissolve lipophilic drugs like steroid hormones, vitamins A, E, and K, etc. It can be used to improve the solubility and bioavailability of weakly hydrophilic pharmaceutical compounds.[1]

应用

涉及的反应物:
  • 包合物的理化研究
  • 与重组膜蛋白的探测扩散和单分子相互作用
  • 与胶束的相互作用导致胶束破裂
  • 研究细胞转运,用作细胞渗透促进剂
  • 药物的理化和生物药剂学改进 ,特别是溶解和稳定性
  • 与胆固醇的相互作用
Heptakis(2,6-di-O-methyl)-β-cyclodextrin may be used:
  • To measure the equilibrium constant of its complexes with various enantiomeric pairs of chiral nitroxides by electron paramagnetic resonance (EPR) spectroscopy.[2]
  • To study the crystal structure of its complex with n-butyl acrylate and isobornyl acrylate using X-ray diffraction (XRD).[3]
  • As a chiral selector to resolve amphetamine related drugs[4] and reduced haloperidol[5] by capillary zone electrophoresis.
  • As a component of thermosensitive polyurethane copolymers for their subsequent analysis by gel permeation chromatography (GPC).[6]

其他说明

复合物比相应的 β-环糊精复合物具有更高的水溶性[7];刺激脂肪酸的合成[8]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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New thermogelling copolymers composed of heptakis (2, 6-di-O-methyl)-beta-cyclodextrin, poly (propylene glycol), and poly (ethylene glycol)
Yang C, et al.
Journal of Materials Chemistry, 19(22), 3755-3763 (2009)
Chiral separation of reduced haloperidol by capillary zone electrophoresis with heptakis (2, 6-di-O-methyl)-beta-cyclodextrin
Wu HL, et al.
Journal of Liquid Chromatography and Related Technologies, 19(10), 1567-1577 (1996)
Effects of cyclodextrins on fatty acid synthesis.
Y Machida et al.
The Journal of biological chemistry, 248(17), 6246-6247 (1973-09-10)
F Hirayama et al.
Journal of pharmaceutical sciences, 88(10), 970-975 (1999-10-09)
Acetyl groups were introduced to the hydroxyl groups of heptakis(2, 6-di-O-methyl)-beta-cyclodextrin (DM-beta-CyD), and the resulting heptakis(2,6-di-O-methyl-3-O-acetyl)-beta-CyD (DMA-beta-CyD) was evaluated for the inclusion property and hemolytic activity. It was confirmed by means of NMR and mass spectroscopies that in the DMA-beta-CyD
T Kiss et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 40(4), 376-380 (2010-05-04)
Several beta-cyclodextrin (beta-CD) derivatives have been synthesized recently to improve the physicochemical properties and inclusion capacities of the parent molecule, however, there is limited information available about their cytotoxic effects. In this study we investigated the cytotoxic and hemolytic properties

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