Development of chiral nano-space using highly-ordered molecular gel for molecular recognition

• Project/Area Number: 23655069
• Research Category: Grant-in-Aid for Challenging Exploratory Research
• Allocation Type: Multi-year Fund
• Research Field: Analytical chemistry
• Research Institution: Kumamoto University
• Principal Investigator: TAKAFUJI Makoto 熊本大学, 自然科学研究科, 准教授 (50332086)
• Co-Investigator(Kenkyū-buntansha): GANAPATHY S Hullacy 熊本大学, 大学院・先導機構, 助教 (90551276)
• Project Period (FY): 2011 – 2012
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥4,030,000 (Direct Cost: ¥3,100,000、Indirect Cost: ¥930,000); Fiscal Year 2012: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000); Fiscal Year 2011: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
• Keywords: キラル超分子集合体 / 分子認識 / 液体クロマトグラフィー / 異性体分離 / キラル超分子

Research Abstract

Glutamide-derivatives with a triethoxysilyl group (CmGDD) was newly synthesized and confirmed to form fibrous self-assembly in various organic solvents. CmGDD was grafted onto the surface of porous silica particles through siloxane bonds (Sil-CmGDD) for use in reversed-phase HPLC as a stationary phase. Solid-state 13C NMR and DSC measurements indicate that CmGDD can form highly-oriented structures on the silica surface. The Sil-C10GDD packed-column was investigated by retention studies of polycyclic aromatic hydrocarbons. The chromatographic results showed that the Sil-CmGDD provided excellent selectivity for these isomers such as stilbenes and terphenyls than conventional octadecylated silica. It is estimated that these preferable results can be brought about through hydrogen bond-mediated molecular orientation of weak interaction sites such as carbonyl groups. Sil-CmGDD also showed excellent separations of bio-related molecules such as tocopherols isomers and Vitamine Ds.

Research Products

• [Journal Article] Molecular orientation of gel forming compounds and their effect on molecular-shape selectivity in liquid chromatography (2014)
  • Author(s): Abul K. Mallik, Sudhina Guragain, Hiroshi Hachisako, Mizanur M. Rahman, Makoto Takafuji, Hirotaka Ihara
  • Journal Title: Journal of Chromatography A Volume: Vol.1324 Pages: 149-154
  • Peer Reviewed
• [Journal Article] Tuning of the molecular orientation of gel forming compounds and their effect on molecular shape selectivity in liquid chromatography (2014)
  • Author(s): A. K. Mallik, S. Guragain, H. Hachisako, M. M. Rahman, M. Takafuji, H. Ihara
  • Journal Title: Journal of Chromatography A Volume: Vol. 1324 Pages: 149-154
  • DOI: 10.1016/j.chroma.2013.11.032
  • Peer Reviewed / Acknowledgement Compliant
• [Journal Article] Peptide-based surface modified silica particles : Adsorption materials for dye-loaded wastewater treatment (2013)
  • Author(s): Sudipta Ray, Makoto Takafuji, Hirotaka Ihara
  • Journal Title: RSC Advances Volume: Vol.3 Pages: 23664-23672
  • Peer Reviewed
• [Journal Article] Peptide-based surface modified silica particles: Adsorption materials for dye-loaded wastewater treatment (2013)
  • Author(s): S. Ray, M. Takafuji, H. Ihara
  • Journal Title: RSC Advances Volume: Vol.3 Issue: 45 Pages: 23664-23672
  • DOI: 10.1039/c3ra43871f
  • Peer Reviewed
• [Journal Article] Organic thin layer of molecular gel-forming glutamide lipid on silica particles for practical application to molecular recognition (2012)
  • Author(s): Makoto Takafuji, Thiraporn Charoenraks, Jin Izumi, Hirotaka Ihara
  • Journal Title: Chemistry Letters Volume: Vol.41 Pages: 181-181
  • NAID: 10030223488
  • Peer Reviewed
• [Journal Article] New peptide-silica bio-inspired stationary phase with an improved approach for hydrophilic interaction liquid chromatography (2012)
  • Author(s): Sudipta Ray, Makoto Takafuji, Hirotaka Ihara
  • Journal Title: Analyst Volume: Vol.137 Pages: 4907-4909
  • Peer Reviewed
• [Presentation] Applications of Alternating Copoymer-Grafted Silica for High-Selective Liquid Chromatography (2013)
  • Author(s): Abul Mallik, Makoto Takafuji, Hirotaka Ihara
  • Organizer: Kyusyu-Seibu / Pusan-Gyeongnam Joint Symposium on High Polmers (16th) and Fiber (14th)
  • Place of Presentation: Saga University, Saga, Japan
  • Year and Date: 2013-11-09
• [Presentation] Tri-Peptide Based Stationary Phases for Separation of Bio-Molecules : Chromatographic Insight with Structure Function Relation (2013)
  • Author(s): Makoto Takafuji, Sudipta Ray, Hirotaka Ihara
  • Organizer: The International Symposium on High Performance Liquid Phase Separations (HPLC2013)
  • Place of Presentation: RAI Congress Center, Amsterdam, Nederland
  • Year and Date: 2013-06-18
• [Presentation] Molecular shape recognition of self-assembling molecular gel-grafted silica particles in RP-HPLC (2013)
  • Author(s): Hiroki Noguchi, Thiraporn Charoenraks, Makoto Takafuji, Hirotaka Ihara
  • Organizer: The International Symposium on High Performance Liquid Phase Separations (HPLC2013)
  • Place of Presentation: RAI Congress Center, Amsterdam, Nederland
  • Year and Date: 2013-06-17
• [Presentation] Molecular shape recognition of self-assembling molecular gel-grafted silica particles in RP-HPLC (2013)
  • Author(s): Hiroki Noguchi, Thiraporn Charoenraks, Makoto Takafuji, Hirotaka Ihara
  • Organizer: The International Symposium on High Performance Liquid Phase Separations (HPLC2013)
  • Place of Presentation: Amsterdam, Nederland
• [Presentation] Tri-Peptide Based Stationary Phases for Separation of Bio-Molecules: Chromatographic Insight with Structure Function Relation (2013)
  • Author(s): Makoto Takafuji, Sudipta Ray, Hirotaka Ihara
  • Organizer: The International Symposium on High Performance Liquid Phase Separations (HPLC2013)
  • Place of Presentation: Amsterdam, Nederland
• [Presentation] Applications of Alternating Copoymer-Grafted Silica for High-Selective Liquid Chromatography (2013)
  • Author(s): Abul Mallik, Makoto Takafuji, Hirotaka Ihara
  • Organizer: Kyusyu-Seibu/ Pusan-Gyeongnam Joint Symposium on High Polmers(16th) and Fiber(14th)
  • Place of Presentation: Saga, Japan
• [Presentation] Self-assembled Molecular Gel Thin Film for Molecular Recognition (2012)
  • Author(s): Makoto Takafuji, Thiraporn Charoenraks, Hirotaka Ihara
  • Organizer: Vth International Conference on Molecular Materials (MOLMAT2012)
  • Place of Presentation: AXA Auditorium, Barcelona, Spain
  • Year and Date: 2012-07-05
• [Presentation] π共役分子を集積した有機相を用いる高選択的HPLC 分離剤䛾開発 (2012)
  • Author(s): 野口広貴, 高藤誠, 伊原博隆
  • Organizer: 第49回化学関連支部合同九州大会
  • Place of Presentation: 北九州国際会議場, 北九州
  • Year and Date: 2012-06-30
• [Presentation] Self-assembled Molecular Gel Thin Film for Molecular Recognition (2012)
  • Author(s): Makoto Takafuji, Thiraporn Charoenraks, Hirotaka Ihara
  • Organizer: Vth International Conference on Molecular Materials (MOLMAT2012)
  • Place of Presentation: Barcelona, Spain
• [Presentation] Separation of Bioactive- and Shape-Constrained Isomers by Molecular Gel Forming Compounds-Grafted Silica in RP-HPLC (2011)
  • Author(s): Abul K. Mallik, Hongdeng Qiu, Tsuyoshi Sawada, Makoto Takafuj, Hirotaka Ihara
  • Organizer: 37th International Symposium on High-Performance Liquid Phase Separations and Related Techniques (HPLC2011)
  • Place of Presentation: Dalian World Expo Center, Dalian, China
  • Year and Date: 2011-10-10
• [Presentation] Amplification of molecular shape selectivity with self-assembled molecular gel-immobilized silica in reversed-phase HPLC (2011)
  • Author(s): Makoto Takafuji, Thiraporn Charoenraks, Jin Izumi, Hirotaka Ihara
  • Organizer: 36th International Symposium on High-Performance Liquid Phase Separations and Related Techniques (HPLC2011)
  • Place of Presentation: Budapest Congress & World Trade Centre, Budapest, Hungary
  • Year and Date: 2011-06-21
• [Presentation] Amplification of molecular shape selectivity with self-assembled molecular gel-immobilized silica in reversed-phase HPLC (2011)
  • Author(s): Makoto Takafuji, Thiraporn Charoenraks, Jin Izumi, Hirotaka Ihara
  • Organizer: 36th International Symposium on High-Performance Liquid Phase Separations and Related Techniques
  • Place of Presentation: Budapest（Hungary）
• [Presentation] Separation of Bioactive- and Shape-Constrained Isomers by Molecular Gel Forming Compounds-Grafted Silica in RP-HPLC (2011)
  • Author(s): Abul K. Mallik, Hongdeng Qiu, Tsuyoshi Sawada, Makoto Takafuj, Hirotaka Ihara
  • Organizer: 37th International Symposium on High-Performance Liquid Phase Separations and Related Techniques
  • Place of Presentation: Dalian（China）
• [Presentation] パイ共役分子を集積した有機相を用いる高選択的HPLC分離剤の開発
  • Author(s): 野口 広貴, 高藤 誠, 伊原 博隆
  • Organizer: 第49回化学関連支部合同九州大会
  • Place of Presentation: 北九州市 北九州国際会議場
• [Presentation] ペプチド脂質を用いる極性及び非極性媒体中における色素の高機能化と応用に関する研究
  • Author(s): 龍 直哉, 鉢迫 博, 高藤 誠, 伊原 博隆
  • Organizer: 九州地区高分子若手研究会
  • Place of Presentation: 北九州市 ホテルクラウンパレス小倉
• [Remarks]
  • URL: http://www.chem.kumamoto-u.ac.jp/~wildcats/takafuji/index-j.html
• [Remarks] 研究者のwebページ
  • URL: http://www.chem.kumamoto-u.ac.jp/~wildcats/takafuji/index-j.html
• [Remarks]
  • URL: http://www.chem.kumamoto-u.ac.jp/~wildcats/takafuji/index-j.html