Malformin and Asparagusic Acids as Sulfur-containing Compounds Having Biological Activities to Plants
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- IRIUCHIJIMA Shinobu
- Sagami Chemical Research Center
Bibliographic Information
- Other Title
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- 含硫植物毒 Malforminとアスパラガス酸(Asparagusic Acid)
- ガンリュウ ショクブツ ドク Malformin ト アスパラガスサン Asp
- Malforminとアスパラガス酸 (Asparagusic Acid) について
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Abstract
Malformins are cyclic pentapeptides which were isolated from the culture filtrate of the fungi of Aspergillus niger group as compounds causing curvatures on corn roots and malformations on the stems and petioles of bean plants. Malformin A (A1>A2), B (B1+B2), and C are known. Malformin A is cyclo-D-cysteinyl-D-cysteinyl-L-valyl-D-leucyl-L-isoleucyl. Malformin has a variety of biological activities : it inhibits adventitious root formation, stimulates abscission, inhibits ethylene- and phytochrome-mediated responses, potentiates and inhibits the effects of 2-chloroethylphosphonic acid, and also stimulates the stem elongation of bean seedlings or cuttings. A palindrome peptide, enantio- [5-valine] malformin, which was synthesized chemically, has one-tenth of activities of the natural malformin. Desthiomalformin has no activity showing the importance of the disulfide group of malformin.<BR>Asparagusic acids, 1, 2-dithiolane-4-carboxylic acid and its derivatives, were isolated from Asparagus as compounds inhibiting lettuce seed germination and lettuce root and hypocotyl elongation. Asparagusic acid interacts with benzyladenine in radish cotyledon growth and lettuce seed germination and inhibits the activities of gibberellic acid and indoleacetic acid. Moreover asparagusic acid, which is structurally similar to lipoic acid, accelerates the biochemical oxidation of α-keto acids which is catalyzed by lipoic acid in vivo. The disulfide group and carboxylic acid are important in the activities of asparagusic acid.
Journal
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- Journal of Synthetic Organic Chemistry, Japan
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Journal of Synthetic Organic Chemistry, Japan 35 (5), 394-398, 1977
The Society of Synthetic Organic Chemistry, Japan
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Details 詳細情報について
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- CRID
- 1390001205312059264
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- NII Article ID
- 130000924522
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- NII Book ID
- AN0024521X
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- ISSN
- 18836526
- 00379980
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- NDL BIB ID
- 1828108
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- Text Lang
- ja
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed