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Identification and structure-guided development of triazole urea-based selective antagonists of Arabidopsis karrikin signaling

Author

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  • Jianwen Wang

    (The University of Tokyo)

  • Ikuo Takahashi

    (The University of Tokyo)

  • Ko Kikuzato

    (The University of Tokyo)

  • Toshihiko Sakai

    (The University of Tokyo)

  • Zhangliang Zhu

    (The University of Tokyo
    Kyoto University)

  • Kai Jiang

    (The University of Tokyo
    Yunnan University)

  • Hidemitsu Nakamura

    (The University of Tokyo)

  • Takeshi Nakano

    (Kyoto University)

  • Masaru Tanokura

    (The University of Tokyo)

  • Takuya Miyakawa

    (The University of Tokyo
    Kyoto University)

  • Tadao Asami

    (The University of Tokyo
    Yokohama City University)

Abstract

The smoke-derived butenolides, karrikins (KARs), regulate many aspects of plant growth and development. However, KARs and a plant hormone, strigolactones (SLs), have high resemblance in signal perception and transduction, making it hard to delineate KARs response due to the shortage of chemical-genetic tools. Here, we identify a triazole urea KK181N1 as an inhibitor of the KARs receptor KAI2. KK181N1 selectively depress the KAR-induced phenotypes in Arabidopsis. We further elucidate the antagonistic, KAI2 binding mechanism of KK181N1, showing that KK181N1 binds to the catalytic pockets of KAI2 in a non-covalent binding manner. Our experiments also demonstrate the binding affinity of triazole urea compounds are regulated by the structured water molecule networks. By fine-tuning this network, we successfully develop a more potent derivative of KK181N1. We anticipate that these chemicals will be applicable to the elucidation of KARs biology, especially for discriminating the molecular and physiological aspects of KARs and SL signaling.

Suggested Citation

  • Jianwen Wang & Ikuo Takahashi & Ko Kikuzato & Toshihiko Sakai & Zhangliang Zhu & Kai Jiang & Hidemitsu Nakamura & Takeshi Nakano & Masaru Tanokura & Takuya Miyakawa & Tadao Asami, 2025. "Identification and structure-guided development of triazole urea-based selective antagonists of Arabidopsis karrikin signaling," Nature Communications, Nature, vol. 16(1), pages 1-13, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-024-54801-1
    DOI: 10.1038/s41467-024-54801-1
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    1. Yuqun Xu & Takuya Miyakawa & Shohei Nosaki & Akira Nakamura & Ying Lyu & Hidemitsu Nakamura & Umeharu Ohto & Hanako Ishida & Toshiyuki Shimizu & Tadao Asami & Masaru Tanokura, 2018. "Structural analysis of HTL and D14 proteins reveals the basis for ligand selectivity in Striga," Nature Communications, Nature, vol. 9(1), pages 1-11, December.
    2. Ruifeng Yao & Zhenhua Ming & Liming Yan & Suhua Li & Fei Wang & Sui Ma & Caiting Yu & Mai Yang & Li Chen & Linhai Chen & Yuwen Li & Chun Yan & Di Miao & Zhongyuan Sun & Jianbin Yan & Yuna Sun & Lei Wa, 2016. "DWARF14 is a non-canonical hormone receptor for strigolactone," Nature, Nature, vol. 536(7617), pages 469-473, August.
    3. Feng Zhou & Qibing Lin & Lihong Zhu & Yulong Ren & Kunneng Zhou & Nitzan Shabek & Fuqing Wu & Haibin Mao & Wei Dong & Lu Gan & Weiwei Ma & He Gao & Jun Chen & Chao Yang & Dan Wang & Junjie Tan & Xin Z, 2013. "D14–SCFD3-dependent degradation of D53 regulates strigolactone signalling," Nature, Nature, vol. 504(7480), pages 406-410, December.
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