1997 Fiscal Year Final Research Report Summary
Study on a specific recognition mechanism for mugineic acid-Fe (III) complex in gramineous plants
| Project/Area Number |
07680642
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Bioorganic chemistry
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| Research Institution | Suntory Institute for Bioorganic Research (SUNBOR) |
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Principal Investigator |
NOMOTO Kyosuke Suntory Institute for Bioorganic Research (SUNBOR), Chief Chemist, 部長研究員 (60142080)
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| Co-Investigator(Kenkyū-buntansha) |
MA Jian Feng Okayama Univ., Research Inst.for Boiresources, Assistant Prof.,, 資源生物科学研究所, 助手 (80260389)
IWASHITA Takashi Suntory Institute for Bioorganic Research (SUNBOR), Chief Chemist, 主任研究員 (00150144)
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| Project Period (FY) |
1995 – 1997
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| Keywords | Mugineic Acids / Phytosiderophores / Chelators / Gramineous Plants |
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| Research Abstract |
In order to elucidate a molecular structure of plasma membrane-located transporter for mugineic acid-Fe (III) complex, a few mugineic acid analogs were first synthesized in the present study.
(1) The systhesis of 3'(S) -N- [3-carboxy- (3-carboxypropylamino) propyl] glycine was performed by reductive coupling in the presence of NaBH_3CN of three units, i.e., gamma-butyrolactone, L-homoserine, and glycine. In a similar manner as above, 2 (S), 3'(S) -N- [3-carboxy- (3-carboxypropylamino) propyl] homoserine was synthesized by the condensation of the protected L-N- (3-carboxyprpyl) homeserine aldehyde with L-homoserine lactone in the presence of NaBH_3CN.
(2) The synthesis of 3'(S), 3"(S) -N- [3-carboxy- (3-amino-3-carboxypropylamino) propyl] glycine was achieved by reductive coupling in the presence of NaBH_3CN of three units, namely glycine and 2 molecular L-homoserine lactone. 2 (S), 3'(S), 3"(S) -N- [3-carboxy- (3-amino-3-carboxypropylamino) propyl] homo-serine was similarly synthesized by the condensation of the protected 3'(S) -N- [3-amino-3-carboxyprpyl) homoserine aldehyde with L-homeserine lactone in the presence of NaBH_3CN.
(3) Furthermore, the synthesis of 3'(S), 3"(S) -N- [3-carboxy- (3-carboxy-3-hydroxypropyl) aminopropyl] glycine was carried out by reductive condensation in the presence of NaBH_3CN of three units, ie., L-alpha-hydroxy-gamma-butyrolactone prepared from L-malic acid, L-homoserine aldehyde derived from L-aspartic acid and glycine. 3'(S), 3"(R) -N- [3-carboxy- (3-carboxy-3-hydroxypropyl) aminopropyl] glycine was similarly synthesized by the condensation of the protected 3'(S) -N- (3-carboxy-3-aminopropyl) glycine with D-alpha-hydroxy-gamma-butyrolactone prepared from D-malic acid in the presence of NaBH_3CN.
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