High-Performance Chiral Separation Systems Based on Polysaccharide Derivatives
High-Performance Chiral Separation Systems Based on Polysaccharide Derivatives
批准号:
10208206
负责人:
OKAMOTO Yoshio
金额:
$27.78万
依托单位:
依托单位国家:
日本
项目类别:
Grant-in-Aid for Scientific Research on Priority Areas (B)
财政年份:
1998
资助国家:
日本
项目状态:
已结题
起止时间:
1998 至 2000
中文摘要
1.合成了纤维素和直链淀粉的环己基氨基甲酸酯类手性固定相,并考察了它们对手性固定相的拆分能力。CSPs具有较高的拆分能力,也可用于薄层色谱。这些衍生物可溶于氯仿,并在~1H核磁共振波谱和HPLC.2中对某些手性化合物表现出手性识别。甲壳素是一种与纤维素和直链淀粉一样容易获得的1,4-糖苷键的多糖。然而,直到最近,这种多糖还没有成功地用于制备高效液相色谱用CSPs。我们找到了一种制备甲壳素氨基甲酸酯的合适方法,如3,5-二甲基、4-氯和4-三氟甲基苯基氨基甲酸酯,具有较高的手性识别能力。甲壳素3,5-二甲基氨基甲酸酯和3,5-二氯苯基氨基甲酸酯的…可以在氯仿存在的情况下使用由于洗脱液在洗脱液中的溶解性较差,洗脱剂较多。我们研究了胆汁酸及其衍生物晶体包合物中的分子识别。许多不对称碳和多个氢键基团的存在使我们能够检查其分子结构的任何点突变对手性识别的显著影响。从液态有机化合物的衍生物重结晶得到适合于单晶X射线分析的包裹体晶体。主体组件大多具有双层结构,该双层结构涉及带有一些凹槽的一维空间。本研究对分子识别的大小、形状、极性和手性进行了合理的解释。我们发现,含有L氨基酸寡肽残基并被L氨基酸衍生物印迹的膜优先识别L异构体而不是相应的D-异构体,反之亦然。用反映其吸附选择性的膜实现了对映体选择性电渗析。较少
英文摘要
1. Cyclohexylcarbamates of cellulose and amylose were prepared and their resolving abilities for enantiomers were evaluated as chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC). The CSPs showed high resolving abilities, and could also be used for thin-layer chromatography (TLC). These derivatives were soluble in chloroform and exhibited chiral discrimination to some chiral compounds in ^1H NMR spectroscopy as well as in HPLC.2. Chitin is a readily available polysaccharide with 1,4-glycosidic linkage as well as cellulose and amylose. However, until recently this polysaccharide had not successfully been used for the preparation of CSPs for HPLC. We have found a suitable method for the preparation of chitin carbamates, such as 3,5-dimethyl, 4-chloro and 4-trifluoromethylphenylcarbamates, with relatively high chiral recognition abilities. The CSPs of chitin 3,5-dimethyl and 3,5-dichlorophenylcarbamates can be used in the presence of chloroform as a component … More of eluents owing to their poor solubilities in the eluent.3. We studied the molecular recognition in crystalline inclusion compounds of bile acids and their derivatives. The existence of many asymmetric carbons and multiple hydrogen bonding groups enabled us to check notable effects of any point mutations of their molecular structures on chiral recognition. Recrystallization of the derivatives from liquid organic compounds afforded inclusion crystals suitable for single-crystal X-ray analysis. The host assemblies mostly have bilayered structures which involve one-dimensional spaces with some pockets. This research led to the reasonable interpretation of molecular recognition in size, shape, polarity and chirality.4. We have found that a membrane which contains an oligopeptide residue from an L-amino acid and is imprinted by a L-amino acid derivative recognizes the L-isomer in preference to the corresponding D-isomer, and vice versa. Enantioselective electrodialysis was attained with the membranes reflecting their adsorption selectivity. Less
期刊论文(10)
专著(0)
科研奖励(0)
会议论文
登录
查看更多内容
M.Yoshikawa: "Chiral Recognition of N-α-acetyltryptophans with Molecularly Imprinted Polymeric Membranes Containing DVNE Derivatives" Sen-i Gakkaishi. 54. 77-84 (1998)
M. Yoshikawa:“含有 DVNE 衍生物的分子印迹聚合物膜对 N-α-乙酰色氨酸的手性识别”Sen-i Gakkaishi 54. 77-84 (1998)。
DOI:
--
发表时间:
期刊:
影响因子:
--
作者:
[]
通讯作者:
Y.Kondo: "Molecularly imprinted polyamide membranes for chiral recognition"Polym.Bull.. 44. 517-524 (2000)
Y.Kondo:“用于手性识别的分子印迹聚酰胺膜”Polym.Bull.. 44. 517-524 (2000)
DOI:
--
发表时间:
期刊:
影响因子:
--
作者:
[]
通讯作者:
C.Yamamoto: "Computational Studies on Chiral Discrimination Mechanism of Phenylcarbamate Derivatives of Cellulose"Bull.Chem.Soc.Jpn.. 72. 1815-1825 (1999)
C.Yamamoto:“纤维素苯基氨基甲酸酯衍生物的手性判别机制的计算研究”Bull.Chem.Soc.Jpn.. 72. 1815-1825 (1999)
DOI:
--
发表时间:
期刊:
影响因子:
--
作者:
[]
通讯作者:
M. Chikada: "Intercalation and Polymerization in Chenodeoxycholic Acid Channels with Retention of a Crystalline State"Polym. J.. 31. 1061-1064 (1999)
M. Chikada:“鹅去氧胆酸通道中的嵌入和聚合并保留晶态”聚合物。
DOI:
--
发表时间:
期刊:
影响因子:
--
作者:
[]
通讯作者:
K.Sada: "Controlled Expansion of a Molecular Cavity in a Steroid Host Compound"J.Am.Chem.Soc.. (in press).
K.Sada:“类固醇主体化合物中分子腔的受控扩张”J.Am.Chem.Soc.(正在出版)。
DOI:
--
发表时间:
期刊:
影响因子:
--
作者:
[]
通讯作者:
共 9 条
Advances in Theory and Design Principles of Counting AlgorithmsBased on Polyhedral Combinatorics
-
批准号:21700009
-
项目类别:Grant-in-Aid for Young Scientists (B)
-
资助金额:$2.66万
-
财政年份:2009
-
负责人:OKAMOTO Yoshio
-
依托单位:
Algorithmic exact approach to game theory on graphs and networks
-
批准号:18710130
-
项目类别:Grant-in-Aid for Young Scientists (B)
-
资助金额:$2.43万
-
财政年份:2006
-
负责人:OKAMOTO Yoshio
-
依托单位:
Studies on Asymmetric Synthesis, Structure, and Function of Optically Active Poly(methacrylamide) Derivatives
-
批准号:17550116
-
项目类别:Grant-in-Aid for Scientific Research (C)
-
资助金额:$2.43万
-
财政年份:2005
-
负责人:OKAMOTO Yoshio
-
依托单位:
Helix-Sense-Selective Radical Polymerization of Methacrylamides
-
批准号:14350485
-
项目类别:Grant-in-Aid for Scientific Research (B)
-
资助金额:$7.94万
-
财政年份:2002
-
负责人:OKAMOTO Yoshio
-
依托单位:
Development of New Chiral Packing Material for HPLC Based on the Structure Control of Polysaccharide Derivatives and Their Immobilization onto Silica Gel
-
批准号:13355033
-
项目类别:Grant-in-Aid for Scientific Research (A)
-
资助金额:$26.62万
-
财政年份:2001
-
负责人:OKAMOTO Yoshio
-
依托单位:
Development and Application of Precise-Stereocontrolled Polymerization of Novel Acrylic Monomers
-
批准号:11450355
-
项目类别:Grant-in-Aid for Scientific Research (B)
-
资助金额:$8.13万
-
财政年份:1999
-
负责人:OKAMOTO Yoshio
-
依托单位:
High-Performance Separation Systems Based on Kinetic Molecular Recognition
-
批准号:10208103
-
项目类别:Grant-in-Aid for Scientific Research on Priority Areas (B)
-
资助金额:$1.41万
-
财政年份:1998
-
负责人:OKAMOTO Yoshio
-
依托单位:
Teaching Materials of Geophysical Observation-Earthquakes and Geomagnetism-
-
批准号:09680207
-
项目类别:Grant-in-Aid for Scientific Research (C)
-
资助金额:$0.32万
-
财政年份:1997
-
负责人:OKAMOTO Yoshio
-
依托单位:
Development of Efficient Chiral Packing and Their Recognition Mechanism
-
批准号:08559008
-
项目类别:Grant-in-Aid for Scientific Research (A)
-
资助金额:$9.22万
-
财政年份:1996
-
负责人:OKAMOTO Yoshio
-
依托单位:
Studies on Stereocontrol of Free-Radical Polymerization
-
批准号:07455370
-
项目类别:Grant-in-Aid for Scientific Research (B)
-
资助金额:$4.74万
-
财政年份:1995
-
负责人:OKAMOTO Yoshio
-
依托单位:
Molecular Recognition in Organic Crystals
-
批准号:06242101
-
项目类别:Grant-in-Aid for Scientific Research on Priority Areas
-
资助金额:$76.03万
-
财政年份:1994
-
负责人:OKAMOTO Yoshio
-
依托单位:
Development of Practical Resolution System
-
批准号:05559009
-
项目类别:Grant-in-Aid for Developmental Scientific Research (B)
-
资助金额:$7.1万
-
财政年份:1993
-
负责人:OKAMOTO Yoshio
-
依托单位:
Studies on systhesis, structure, and chiral recognition ability of helical, optically active polymers
-
批准号:04403021
-
项目类别:Grant-in-Aid for General Scientific Research (A)
-
资助金额:$23.17万
-
财政年份:1992
-
负责人:OKAMOTO Yoshio
-
依托单位:
Studies on Advanced Synthesis and Application of Polymers Capable of Material Recognition
-
批准号:03303010
-
项目类别:Grant-in-Aid for Co-operative Research (A)
-
资助金额:$5.44万
-
财政年份:1991
-
负责人:OKAMOTO Yoshio
-
依托单位:
Development of Highly Efficient System for Optical Resolution
-
批准号:02555184
-
项目类别:Grant-in-Aid for Developmental Scientific Research (B)
-
资助金额:$7.49万
-
财政年份:1990
-
负责人:OKAMOTO Yoshio
-
依托单位:
Synthesis of Polysaccharide Derivatives Having Optical Resolving Ability and Their Application for Liquid Chromatography
-
批准号:61470108
-
项目类别:Grant-in-Aid for General Scientific Research (B)
-
资助金额:$3.58万
-
财政年份:1986
-
负责人:OKAMOTO Yoshio
-
依托单位:
海外基金