| Project/Area Number |
25620028
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Organic chemistry
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| Research Institution | Kanazawa University |
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Principal Investigator |
Ukaji Yutaka 金沢大学, 物質化学系, 教授 (80193853)
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| Co-Investigator(Renkei-kenkyūsha) |
SOETA TAKAHIRO 金沢大学, 物質化学系, 准教授 (10506819)
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| Project Period (FY) |
2013-04-01 – 2016-03-31
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| Project Status |
Completed (Fiscal Year 2015)
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| Budget Amount *help |
¥3,900,000 (Direct Cost: ¥3,000,000、Indirect Cost: ¥900,000)
Fiscal Year 2015: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2014: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2013: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
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| Keywords | フィトクロム / 生体分子 / 植物機能 / 光スイッチ / 立体固定型 / 酸化的官能基化 / テトラピロール発色団 / 開環型テトラピロール / 動的挙動 / 光無し発芽機能 / 合成化学 / 有機化学 |
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| Outline of Final Research Achievements |
Phytochromes play critical roles in various light-regulated processes through photoconversion from Pr to Pfr is thought to be a Z-to-E isomerization around the C15-C16 double bond. To elucidate the functions of phytochromes, the sterically locked tetrapyrrole chromophores were synthesized especially via oxidative functionalization of pyrrole compounds. Oxidation of the C-ring moiety with DDQ afforded the corresponding aldehyde, which was applied to the synthesis of the sterically locked seven-membered and 8-membered 15E-anti CD-ring component. Oxidation of the CD-ring component with NBS at the meso-position was achieved to give the corresponding meso-bromo CD-ring compounds. The introduction of carbon skeleton was realized by treatment with Grignard reagents. Finally, the substrate with leaving group at omega-position was converted to a meso-anchored sterically fixed 15E-chromophore.
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