(3R, 7S)-12-Hydroxy- jasmonoyl-L-isoleucine is the genuine bioactive form of a jasmonate metabolite in Arabidopsis thaliana
(3R, 7S)-12-Hydroxy- jasmonoyl-L-isoleucine is the genuine bioactive form of a jasmonate metabolite in Arabidopsis thaliana
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(3R, 7S)-12-Hydroxy- jasmonoyl-L-isoleucine 是拟南芥中茉莉酸代谢物的真正生物活性形式
DOI：
10.1111/tpj.16256
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发表时间：
2023
期刊：
影响因子：
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通讯作者：
Ueda Minoru
中科院分区：
文献类型：
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作者：
Saito Rina;Muto Toshiya;Urano Haruyuki;Kitajima Tsumugi;Kato Nobuki;Kwon Eunsang;Ueda Minoru
氧脂素植物激素(3R,7S) -茉莉素- 1 -异亮氨酸[或(+)- 7 -异-茉莉素- 1 -异亮氨酸，JA - Ile]被广泛认为是一种植物防御病原体和咀嚼昆虫的激素。JA‐Ile代谢为12‐OH‐JA‐Ile和12‐COOH‐JA‐Ile是JA信号失活的主要机制。最近，12‐OH‐JA‐Ile被报道为JA‐Ile共受体COI1‐JAZ的配体。然而，在以前的研究中，使用的“12‐OH‐JA‐Ile”是四种立体异构体的混合物，自然存在的顺式异构体（3R,7S）‐12‐OH‐JA‐Ile和反式异构体（3R,7R）‐12‐OH‐JA‐Ile，以及非自然的异构体（3S,7R）‐12‐OH‐JA‐Ile和反式异构体（3S,7S）‐12‐OH‐JA‐Ile。因此，12 - OH - JA - Ile的真正生物活性形式尚未被确定。在本研究中，我们制备了12‐OH‐JA‐Ile的纯立体异构体，并鉴定出（3R,7S）‐12‐OH‐JA‐Ile是12‐OH‐JA‐Ile天然存在的生物活性形式，并发现它与COI1‐JAZ9的结合与（3R,7S）‐JA‐Ile一样有效。此外，我们发现非天然反式异构体（3S,7S）‐12‐OH‐JA‐1‐Ile是另一种具有生物活性的异构体。纯（3R,7S）‐12‐OH‐JA‐Ile可引起部分JA‐应答基因的表达，而不影响jaz8 /10的表达，参与JA‐信号转导的负反馈调节。因此，（3R,7S）‐12‐OH‐JA‐Ile可能导致某些JA‐应答基因的弱和持续表达，直到（3R,7S）‐12‐OH‐JA‐Ile分解代谢为（3R,7S）‐12‐COOH‐JA‐Ile发生。使用化学纯的（3R,7S）‐12‐OH‐JA‐Ile通过排除其他立体异构体的可能影响，证实了“12‐OH‐JA‐Ile”的真正生物活性。纯（3R,7S）‐12‐OH‐JA‐Ile的化学供应具有精确的生物活性谱，将有助于进一步详细研究12‐OH‐JA‐ilin植物的独特作用。
The oxylipin plant hormone (3R,7S)‐jasmonoyl‐l‐isoleucine [or (+)‐7‐iso‐jasmonoyl‐l‐isoleucine, JA‐Ile] is widely recognized as a plant defense hormone against pathogens and chewing insects. The metabolism of JA‐Ile into 12‐OH‐JA‐Ile and 12‐COOH‐JA‐Ile is the central mechanism for the inactivation of JA signaling. Recently, 12‐OH‐JA‐Ile was reported to function as a ligand for the JA‐Ile co‐receptor COI1‐JAZ. However, in previous studies, ‘12‐OH‐JA‐Ile’ used was a mixture of four stereoisomers, the naturally occurringcis‐isomer (3R,7S)‐12‐OH‐JA‐Ile and thetrans‐isomer (3R,7R)‐12‐OH‐JA‐Ile, and the unnaturalcis‐isomer (3S,7R)‐12‐OH‐JA‐Ile and thetrans‐isomer (3S,7S)‐12‐OH‐JA‐Ile. Thus, the genuine bioactive form of 12‐OH‐JA‐Ile has not yet been identified. In the present study, we prepared pure stereoisomers of 12‐OH‐JA‐Ile and identified (3R,7S)‐12‐OH‐JA‐Ile as the naturally occurring bioactive form of 12‐OH‐JA‐Ile and found that it binds to COI1‐JAZ9 as effectively as (3R,7S)‐JA‐Ile. In addition, we revealed that the unnaturaltrans‐isomer (3S,7S)‐12‐OH‐JA‐l‐Ile functions as another bioactive isomer. The pure (3R,7S)‐12‐OH‐JA‐Ile causes partial JA‐responsive gene expression without affecting the expression ofJAZ8/10, which is involved in the negative feedback regulation of JA‐signaling. Thus, (3R,7S)‐12‐OH‐JA‐Ile could cause weak and sustainable expression of certain JA‐responsive genes until the catabolism of (3R,7S)‐12‐OH‐JA‐Ile into (3R,7S)‐12‐COOH‐JA‐Ile occurs. The use of chemically pure (3R,7S)‐12‐OH‐JA‐Ile confirmed the genuine biological activities of ‘12‐OH‐JA‐Ile’ by excluding the possible effects of other stereoisomers. A chemical supply of pure (3R,7S)‐12‐OH‐JA‐Ile with an exact bioactivity profile will enable further detailed studies of the unique role of 12‐OH‐JA‐Ilein planta.