Genome Mining of a Fungal Polyketide Synthase-Nonribosomal Peptide Synthetase Hybrid Megasynthetase Pathway to Synthesize a Phytotoxic N-Acyl Amino Acid

被引：0

作者：

Chen, Lin ^{[1
,3
]}

Wang, Xin ^{[2
]}

Zou, Yi ^{[2
]}

Tang, Man-Cheng ^{[1
,3
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Life Sci & Biotechnol, State Key Lab Microbial Metab, Joint Int Res Lab Metab & Dev Sci, Shanghai 200240, Peoples R China

[2] Southwest Univ, Coll Pharmaceut Sci, Chongqing 400715, Peoples R China

[3] Shanghai Jiao Tong Univ, Zhang Jiang Inst Adv Study, Shanghai 201203, Peoples R China

来源：

ORGANIC LETTERS | 2024年 / 26卷 / 17期

基金：

中国国家自然科学基金;

关键词：

OCHRATOXIN; METABOLITE; IDENTIFICATION; BIOSYNTHESIS; PERCEPTION; PSEUROTIN; DIVERSITY;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Guided by the retrobiosynthesis hypothesis, we characterized a fungal polyketide synthase-nonribosomal peptide synthetase (PKS-NRPS) hybrid megasynthetase pathway to generate 2-trans-4-trans-2-methylsorbyl-d-leucine (1), a polyketide amino acid conjugate that inhibits Arabidopsis root growth. The biosynthesis of 1 includes a PKS-NRPS enzyme to assemble an N-acyl amino alcohol intermediate, which is further oxidized to an N-acyl amino acid (NAAA), demonstrating a new biosynthetic logic for synthesizing NAAAs and expanding the chemical space of products encoded by fungal PKS-NRPS clusters.

引用

页码：3597 / 3601

页数：5

共 19 条

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Tang, Yi (yitang@ucla.edu), 1600, American Chemical Society (140):
[2] Biosynthesis of Long-Chain N-Acyl Amide by a Truncated Polyketide Synthase-Nonribosomal Peptide Synthetase Hybrid Megasynthase in Fungi
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Tang, Yi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (04) : 1271 - 1274
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Xu, Wei
Cai, Xiaolu
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Tang, Yi
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (39) : 13604 - 13607
[4] Protein-protein interactions in polyketide synthase-nonribosomal peptide synthetase hybrid assembly lines
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NATURAL PRODUCT REPORTS, 2018, 35 (11) : 1185 - 1209
[5] Aspcandine: A Pyrrolobenzazepine Alkaloid Synthesized by a Fungal Nonribosomal Peptide Synthetase-Polyketide Synthase Hybrid
Chen, Lin
Tang, Jian-Wei
Liu, Yan Yee
Matsuda, Yudai
ORGANIC LETTERS, 2022, : 4816 - 4819
[6] A new polyketide synthase-nonribosomal peptide synthetase hybrid metabolite from plant endophytic fungus Periconia sp.
Zhang, De-Wu
Tao, Xiao-Yu
Liu, Ji-Mei
Chen, Ri-Dao
Zhang, Min
Fang, Xiao-Mei
Yu, Li-Yan
Dai, Jun-Gui
CHINESE CHEMICAL LETTERS, 2016, 27 (05) : 640 - 642
[7] Nostophycin Biosynthesis Is Directed by a Hybrid Polyketide Synthase-Nonribosomal Peptide Synthetase in the Toxic Cyanobacterium Nostoc sp Strain 152
Fewer, David P.
Osterholm, Julia
Rouhiainen, Leo
Jokela, Jouni
Wahlsten, Matti
Sivonen, Kaarina
APPLIED AND ENVIRONMENTAL MICROBIOLOGY, 2011, 77 (22) : 8034 - 8040
[8] The identification and deletion of the polyketide synthase-nonribosomal peptide synthase gene responsible for the production of the phytotoxic triticone A/B in the wheat fungal pathogen Pyrenophora tritici-repentis
Rawlinson, Catherine
See, Pao Theen
Moolhuijzen, Paula
Li, Hang
Moffat, Caroline S.
Chooi, Yit-Heng
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ENVIRONMENTAL MICROBIOLOGY, 2019, 21 (12) : 4875 - 4886
[9] Predicting the chemical space of fungal polyketides by phylogeny-based bioinformatics analysis of polyketide synthase-nonribosomal peptide synthetase and its modification enzymes
Minami, Atsushi
Ugai, Takahiro
Ozaki, Taro
Oikawa, Hideaki
SCIENTIFIC REPORTS, 2020, 10 (01)
[10] Unraveling the biosynthesis of penicillenols by genome mining polyketide synthase and nonribosomal peptide synthetase gene clusters in Penicillium citrinum
Nie, Qiuyue
Guo, Shuqi
Gao, Xue
AICHE JOURNAL, 2022, 68 (11)

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