Bioorganic chemical research on biosynthesis of fukinolic acid
| Project/Area Number |
15580086
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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 |
Bioproduction chemistry/Bioorganic chemistry
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| Research Institution | Nippon Veterinary and Animal Science University (2004)
Obihiro University of Agriculture and Veterinary Medicine (2003) |
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Principal Investigator |
TAZAKI Hiroyuki Nippon Veterinary and Animal Science University, Fac.of Vet.Med., Associate Prof., 獣医学部, 助教授 (80231405)
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| Project Period (FY) |
2003 – 2004
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| Project Status |
Completed (Fiscal Year 2004)
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| Budget Amount *help |
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2004: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 2003: ¥2,200,000 (Direct Cost: ¥2,200,000)
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| Keywords | Biosynthesis / Petasites japonicus / Fukinolic acid / Fukiic acid / PAL / TAT / Plant organ culture |
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| Research Abstract |
Fukinolic acid is a unique molecule that is found in the Japanese vegetable Fuki (Petasites japonicus), as well as in various Cimicifuga species. The structure of fukinolic acid includes caffeic acid (C6-C3) and fukiic acid (C6-C5) moieties. Fukinolic acid has a number of interesting biological activities, such as anti-inflammatory and vasoactive effects. To investigate the biosynthetic pathway of fukinolic acid, we administered stable isotope-labeled compounds to an axenic P.japonicus culture. The amounts of caffeic derivatives, fukinolic acid, chlorogrnic acid and 3,5-dicaffeoyl quinic acid(DCQA), in P.japonicus were measured by using HPLC. Fukinolic acid was contained in any plant materials of P.japonicus which grown in the field, axcenic cultured and hydro-cultured. The petiole part of the hydro-cultured P.japonicus was contained 18.6mg/g of fukinolic acid.
The following compounds were administered to axenic cultures of P.japonicus [1-13C] glucose ; [2-13C] sodium acetate ; [2-13C]
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caffeic acid ; [3-13C] ptenylalanine ; and [1-13C] tyrosine. Incorporation of [1-13C] glucose indicated that both aromatic rings of fukinolic acid were synthesized via sikimate, while [2-13C] sodium acetate was incorporated into the C-2 position of the fukiic acid moiety. [1-13C] Tyrosine was also incorporated into the fukiic acid moiety. On the other hand, [2-13C] caffeic acid and [3-13C] phenylalanine were incorporated into the caffeic acid moiety.
Phenylalanine as the precursor for the caffeic acid moiety of fukinolic acid as well as the correlation of the activity of phenylalanine ammonia lyase (PAL) with fukinolic acid biosynthesis suggested the participation of the general phenylpropanoid metabolism in the biosynthesis of fukinolic acid. On the other hand, tyrosine as the precursor for the fukiic moiety of fukinolic acid as well as the correlation of the activity of tyrosine amino transferase(TAT) with fukinolic acid biosynthesis also suggested the participation of the general phenylpropanoid metabolism in the biosynthesis of fukinolic acid. Thus, based on these observations and comparison with the biosynthetic pathway of rosmarinic acid in Coleus blumei, we propose a biosynthetic pathway of fukinolic acid in P.japonicus.
The both PAL(phenylalanine ammonia lyase) and TAT(tyrosine amino transferase) activity was tested by the incubation with sodium acetate and phosphates buffer. (Incubation in phosphate buffer : PAL 2.4 times more active than in acetate buffer. Incubation in phosphate buffer : TAT 1.6 times more active than in acetate buffer) Less
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Report
(3 results)
Research Products
(4 results)
