CN113402471A - 来源于植物内生真菌的铁载体类化合物及制备方法与应用 - Google Patents
来源于植物内生真菌的铁载体类化合物及制备方法与应用 Download PDFInfo
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- CN113402471A CN113402471A CN202110563340.5A CN202110563340A CN113402471A CN 113402471 A CN113402471 A CN 113402471A CN 202110563340 A CN202110563340 A CN 202110563340A CN 113402471 A CN113402471 A CN 113402471A
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- Prior art keywords
- siderophore
- compound
- gliocladin
- culture medium
- endophytic fungi
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- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/06—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
- C07D241/08—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
- C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
- C07C259/06—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to hydrogen atoms or to acyclic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
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Abstract
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CN202110563340.5A CN113402471B (zh) | 2021-05-24 | 2021-05-24 | 来源于植物内生真菌的铁载体类化合物及制备方法与应用 |
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CN202110563340.5A CN113402471B (zh) | 2021-05-24 | 2021-05-24 | 来源于植物内生真菌的铁载体类化合物及制备方法与应用 |
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Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040186087A1 (en) * | 2003-03-20 | 2004-09-23 | Ceramoptec Industries, Inc. | Siderophore conjugates of photoactive dyes for photodynamic therapy |
CN103261398A (zh) * | 2010-02-25 | 2013-08-21 | 马罗内生物创新公司 | 伯克霍尔德氏菌属的分离细菌菌株及其农药代谢物 |
CN107058160A (zh) * | 2016-12-29 | 2017-08-18 | 山东农业大学 | 一株花生根际解淀粉芽孢杆菌及其应用 |
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2021
- 2021-05-24 CN CN202110563340.5A patent/CN113402471B/zh active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040186087A1 (en) * | 2003-03-20 | 2004-09-23 | Ceramoptec Industries, Inc. | Siderophore conjugates of photoactive dyes for photodynamic therapy |
CN103261398A (zh) * | 2010-02-25 | 2013-08-21 | 马罗内生物创新公司 | 伯克霍尔德氏菌属的分离细菌菌株及其农药代谢物 |
CN107058160A (zh) * | 2016-12-29 | 2017-08-18 | 山东农业大学 | 一株花生根际解淀粉芽孢杆菌及其应用 |
Non-Patent Citations (3)
Title |
---|
PABASARA KALANSURIYA ET AL.: "Talarazines A-E: Noncytotoxic Iron(III) Chelators from an Australian Mud Dauber Wasp-Associated Fungus, Talaromyces sp. (CMB-W045)", 《J. NAT. PROD.》 * |
TIMOTHY C. JOHNSTONE ET AL.: "Beyond iron: non-classical biological functions of bacterial siderophores", 《DALTON TRANS.》 * |
童晓茹 等: "植物叶片真菌病害生物防治的研究进展", 《山东科学》 * |
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