2018
DOI: 10.1111/nph.15337
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Harnessing synthetic chemistry to probe and hijack auxin signaling

Abstract: Contents Summary417I.Introduction417II.Auxin analogs 1: Plant growth regulators418III.Auxin analogs 2: Molecular genetics and chemical biology418IV.Auxin analogs 3: Structure‐guided chemical design418V.Auxin analogs 4: Synthetic orthogonal auxin‐TIR1 pair420VI.Conclusions and future perspectives422Acknowledgements422References423 Summary Plant biologists have been fascinated by auxin – a small chemical hormone so simple in structure yet so powerful – which regulates virtually every aspect of plant growth, d… Show more

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Cited by 13 publications
(11 citation statements)
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“…Compared to IAA, 5-adamantyl-IAA bears an extra bulky adamantane group ( Figure 3A ), and thus is unlikely to cause the same physiological effects as auxins cause. Furthermore, 5-adamantyl-IAA can induce an interaction between the F79A mutant form of AtTIR1, which has an enlarged auxin-binding pocket, and Aux/IAA proteins at an extremely low concentration of 10 pM ( Torii et al 2018 ; Uchida et al 2018 ; Yamada et al 2018 ), suggesting the possibility of using 5-adamantyl-IAA as an AID inducer at much lower concentrations than auxins. In OsTIR1, the F74A mutation is equivalent to the F79A mutation in AtTIR1.…”
Section: Resultsmentioning
confidence: 99%
“…Compared to IAA, 5-adamantyl-IAA bears an extra bulky adamantane group ( Figure 3A ), and thus is unlikely to cause the same physiological effects as auxins cause. Furthermore, 5-adamantyl-IAA can induce an interaction between the F79A mutant form of AtTIR1, which has an enlarged auxin-binding pocket, and Aux/IAA proteins at an extremely low concentration of 10 pM ( Torii et al 2018 ; Uchida et al 2018 ; Yamada et al 2018 ), suggesting the possibility of using 5-adamantyl-IAA as an AID inducer at much lower concentrations than auxins. In OsTIR1, the F74A mutation is equivalent to the F79A mutation in AtTIR1.…”
Section: Resultsmentioning
confidence: 99%
“…The Arabidopsis seedling root growth inhibition assay combined with the use of the pDR5:GUS and R2D5 auxin response reporters provided consistent results with respect to classifying the 40 2,4-D orthologs as very active, active or weakly active auxins, or having no auxin activity. Importantly, this classification was in agreement with previously published results on the 2,4-D analogues PAA, 2,4 Br, 2,4,5-T, 3-Me, 2,4-DP and MCPB (Simon et al ., 2013; Torii et al ., 2018). This difference in auxin activity is clearly determined by structure and chemical properties of these compounds, which relates on the one hand to their binding affinity to the TIR1/AFB (Calderón Villalobos et al ., 2012) and AUX/IAA (Torii et al ., 2018) co-receptor pair, and on the other hand to their transport or conjugation properties or metabolic decay in plant cells.…”
Section: Discussionmentioning
confidence: 99%
“…Functional studies will further profit from newly developed biochemical inhibitors that, in addition to the currently available auxin transport inhibitors, now enable various aspects of auxin biosynthesis and signaling to be inhibited (Hasegawa et al, 2018;Ma et al, 2018). In addition, recent developments of the orthogonal convexconcave auxin-TIR1 pair (Torii et al, 2018) and synthetic auxin yeast systems (Havens et al, 2012;Pierre-Jerome et al, 2013, 2014 will allow for further investigation of conservation and diversification of auxin signaling, bypassing issues of redundancy. Altogether, these biotechnological advances should greatly facilitate future auxin research in maize, rice, and other crop species.…”
Section: Conclusion and Future Perspectivesmentioning
confidence: 99%