2011 Fiscal Year Final Research Report
Studies on Noble Methodology of Supramolecular Photochirogenesis with Biopolymers as a Chiral Reaction Media
| Project/Area Number |
21350119
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Polymer/Textile materials
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| Research Institution | Tohoku University |
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Principal Investigator |
WADA Takehiko 東北大学, 多元物質科学研究所, 教授 (20220957)
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| Project Period (FY) |
2009 – 2011
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| Keywords | 生体高分子 / ヒト血清アルブミン / 光反応 / 超分子不斉光化学反応 / 不斉反応場 / 不斉合成 |
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| Research Abstract |
Increasing attention has recently been directed toward the new methodology of asymmetric photochemistry using various supramolecules. In this paper, we will present the novel strategy and recent results of supramolecular asymmetric photochirogenesis (SMAP)with tailor-made biomolecules. The biopolymers, especially proteins, possessing chiral binding pockets for guest, are of particular interest as potential chiral reaction cavities and/or fields for SMAP, although such an approach has not extensively been investigated. Serum albumins are the most abundant and well-characterized water-soluble plasma proteins, which transport hydrophobic compounds. We have employed Bovine and Human Serum Albumin (BSA and HSA)as a chiral supramolecular host and 2-anthracenecarboxylate (AC)as a substrate. The photocyclodimerization of AC was performed in aqueous buffer solutions in the presence of HSA to give the [4+ 4] cyclodimers with high enantioselectivities of up to 90%ee.
Recently catalytic antibody is one of the most powerful and vital tools for thermal reactions. The catalytic antibody possessing chiral binding pockets for AC cyclodimers, are of particular interest as potential chiral hosts for SMAP, although such an approach has not extensively been investigated. In this study, we have demonstrated first supramolecular photochirogenesis using catalytic antibody as tailor-made chiral reaction fields.
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Research Products
(41 results)
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[Journal Article] Bio-supramolecular photochirogenesis with molecular chaperone : enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylate mediated by prefoldin2010
Author(s)
Bando, Kazuki ; Zako, Tamotsu ; Sakono, Masafumi ; Maeda, Mizuo ; Wada, Takehiko ; Nishijima, Masaki ; Fukuhara, Gaku ; Yang, Cheng ; Mori, Tadashi ; Pace, Tamara C. S. ; Bohne, Cornelia ; Inoue, Yoshihisa
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Journal Title
Photochemical & Photobiological Sciences
Volume: 9
Pages: 655-660
Peer Reviewed
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[Journal Article] The effect of atomic nitrogen on the C60 cage2010
Author(s)
Nikawa, Hidefumi ; Araki, Yasuyuki ; Slanina, Zdenek ; Tsuchiya, Takahiro ; Akasaka, Takeshi ; Wada, Takehiko ; Ito, Osamu ; Dinse, Klaus-Peter ; Ata, Masafumi ; Kato, Tatsuhisa ; Nagase, Shigeru
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Journal Title
Chemical Communications
Volume: 46
Pages: 631-633
Peer Reviewed
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[Journal Article] Synthesis and Photophysical and Photovoltaic Properties of Porphyrin-Furan and-Thiophene Alternating Copolymers2009
Author(s)
Umeyama, Tomokazu ; Takamatsu, Takeshi ; Tezuka, Noriyasu ; Matano, Yoshihiro ; Araki, Yasuyuki ; Wada, Takehiko ; Yoshikawa, Osamu ; Sagawa, Takashi ; Yoshikawa, Susumu ; Imahori, Hiroshi
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Journal Title
J. Phys. Chem. C
Volume: 113
Pages: 10798-10806
Peer Reviewed
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