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手性识别麻黄碱：作为手性敏感主体分子的带有β-环糊精部分的亲水聚合物。

Chiral recognition of ephedrine: Hydrophilic polymers bearing β-cyclodextrin moieties as chiral sensitive host molecules.

机构信息

Institute of Organic Chemistry and Macromolecular Chemistry II, Heinrich-Heine-University, Universitätsstraße 1, 40255 Düsseldorf (Germany).

出版信息

Beilstein J Org Chem. 2011;7:1516-9. doi: 10.3762/bjoc.7.177. Epub 2011 Nov 10.

DOI:10.3762/bjoc.7.177
PMID:22238526
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3252852/
Abstract

In this work we demonstrate chiral recognition of (+)- and (-)-ephedrine using a cyclodextrin-containing polymer. The supramolecular structures obtained by complexation of ephedrine and cyclodextrin were verified by 2-D ROESY NMR measurements. Dynamic light scattering showed clear differences in the mean coil size.

摘要

在这项工作中，我们使用含环糊精的聚合物证明了（+）-和（-）-麻黄碱的手性识别。通过麻黄碱和环糊精的络合获得的超分子结构通过二维 ROESY NMR 测量得到验证。动态光散射显示平均线圈尺寸有明显差异。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/4672b77ef4fb/Beilstein_J_Org_Chem-07-1516-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/1bbd32520d61/Beilstein_J_Org_Chem-07-1516-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/49643797f954/Beilstein_J_Org_Chem-07-1516-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/0186f371d196/Beilstein_J_Org_Chem-07-1516-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/4672b77ef4fb/Beilstein_J_Org_Chem-07-1516-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/1bbd32520d61/Beilstein_J_Org_Chem-07-1516-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/49643797f954/Beilstein_J_Org_Chem-07-1516-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/0186f371d196/Beilstein_J_Org_Chem-07-1516-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3f2d/3252852/4672b77ef4fb/Beilstein_J_Org_Chem-07-1516-g004.jpg

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本文引用的文献

1
Chiral recognition of macromolecules with cyclodextrins: pH- and thermosensitive copolymers from N-isopropylacrylamide and N-acryloyl-D/L-phenylalanine and their inclusion complexes with cyclodextrins.手性识别大环化合物：N-异丙基丙烯酰胺和 N-丙烯酰基-D/L-苯丙氨酸的 pH 和温度响应性共聚物及其与环糊精的包络物。
Beilstein J Org Chem. 2011 Feb 14;7:204-9. doi: 10.3762/bjoc.7.27.
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Macroscopic self-assembly through molecular recognition.宏观自组装通过分子识别。
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Pseudopolyanions based on poly(NIPAAM-co-beta-cyclodextrin methacrylate) and ionic liquids.
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Inclusion effect and structural basis of cyclodextrins for increased extraction of medicinal alkaloids from natural medicines.环糊精对天然药物中生物碱提取率提高的包合作用及结构基础。
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Combined approach using capillary electrophoresis and NMR spectroscopy for an understanding of enantioselective recognition mechanisms by cyclodextrins.结合毛细管电泳和核磁共振光谱的方法来理解环糊精的对映体选择性识别机制。
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Complexation Thermodynamics of Cyclodextrins.环糊精的络合热力学
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8
NMR Studies of Cyclodextrins and Cyclodextrin Complexes.环糊精及其复合物的核磁共振研究。
Chem Rev. 1998 Jul 30;98(5):1755-1786. doi: 10.1021/cr970019t.
9
Study on the chiral recognition of the enantiomers of ephedrine derivatives with neutral and sulfated heptakis(2,3-O-diacetyl)-beta-cyclodextrins using capillary electrophoresis, UV, nuclear magnetic resonance spectroscopy and mass spectrometry.利用毛细管电泳、紫外光谱、核磁共振光谱和质谱法研究中性和硫酸化七（2,3-O-二乙酰基）-β-环糊精对麻黄碱衍生物对映体的手性识别。
J Chromatogr A. 2001 Apr 20;914(1-2):315-24. doi: 10.1016/s0021-9673(00)01015-3.
10
Separation of enantiomers by gas chromatography.通过气相色谱法分离对映体。
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