| Project/Area Number |
04650760
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
有機工業化学
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| Research Institution | Seikei University |
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Principal Investigator |
KATOH Akira Seikei University, Industrial Chemistry, Associate Professor, 工学部, 助教授 (00167339)
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| Project Period (FY) |
1992 – 1993
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| Project Status |
Completed (Fiscal Year 1993)
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| Budget Amount *help |
¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 1993: ¥1,100,000 (Direct Cost: ¥1,100,000)
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| Keywords | L-tyrosine / chemical modification / coupling / tetrapeptide / intramolecular cyclization / peptidephane / conformation / エステル交換反応 / 合成 / ホスト-ゲスト錯体 |
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| Research Abstract |
Recently, the biomimetic chemistry has been paid much attention. The aim of this chemistry is to mimic chemically the sophisticated functions of organisms.
In this research, I investigated the synthesis of L-tyroshin-based new peptidephane ant its function evaluation.
The following results were obtained. 1. Boc-Tyr(OBzl)-OTce(a) was prepared by the appropriate protection of L-tyrosine. 2. Boc-Tyr(OCH_2CO_2Bzl)-OTce(b) was obtained by the benzyloxycarbonylmenthylation of Boc-Tyr-OTce. 3. Treatment of (b) with 4N in dioxane or with Pd-C under hydrogen atmosphere afforded H-Tyr(OCH_2CO_2Bzl)-OTce(c) or Boc-Tyr(OCH_2CO_2H)-OTce(d). 4. The coupling of (c) and (d) by the WSC-additive method gave the dipeptide (e). 5. (e) was converted into the tetrapeptide (f) in the same fashion as 4.6. The desired peptidephane (g) was synthesized using the high dilution method. 7. (g) did not show the specific strong hydrogen bond in DMSO solution.
Since I spent a long time to synthesize the desired peptidephane, the function of it could not be fully characterized.
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