Synthesis of isoprenoid diphosphate mimetics

Synthesis of isoprenoid diphosphate mimetics

Vasilev, Dimitar; Wessjohann, Ludger A.

Abstract:

Cytokinins, are central regulators of cell division and differentiation in plants. Most naturally occurring cytokinins are 3,3-dimethylallyl adenine derivatives. Isopentenyladenine carries an unmodiefied isopentenyl side chain, whereas trans-zeatin and cis-zeatin carry hydroxylated side chains. Isopentenyltransferases (IPTs) are known to be responsible for the biosynthesis of cytokinins. The model plant Arabidopsis thaliana contains nine isozymes (AtIPT1 to AtIPT9). One type of isopentenyl-transferases modifies tRNA and is called tRNA-isopentenyltransferases (AtIPT2 and AtIPT9). The other type (AtIPT1, AtIPT3-8) catalyzes the transfer of the isopentenyl moiety from dimethylallyl-diphosphate (DMAPP) to the N-amino group of an adenosine moiety (AMP, ADP or ATP) (Scheme 1).

Cytokinins, are central regulators of cell division and differentiation in plants. Most naturally occurring cytokinins are 3,3-dimethylallyl adenine derivatives. Isopentenyladenine carries an unmodiefied isopentenyl side chain, whereas trans-zeatin and cis-zeatin carry hydroxylated side chains. Isopentenyltransferases (IPTs) are known to be responsible for the biosynthesis of cytokinins. The model plant Arabidopsis thaliana contains nine isozymes (AtIPT1 to AtIPT9). One type of isopentenyl-transferases modifies tRNA and is called tRNA-isopentenyltransferases (AtIPT2 and AtIPT9). The other type (AtIPT1, AtIPT3-8) catalyzes the transfer of the isopentenyl moiety from dimethylallyl-diphosphate (DMAPP) to the N-amino group of an adenosine moiety (AMP, ADP or ATP) (Scheme 1).

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DOI: 10.5151/chempro-14bmos-R0387-1

Referências bibliográficas

• [1] 1 Mok, D. W.S.; Mok, M.C. Annu. Rev. Plant Physiol. Plant Mol. Biol. 2001, 52, 89-118
• [2] 2 Chu, H.-M.; Ko, T.-P.; Wang, A. H.-J. Nucleic Acids Research 2009, 37(1), 1-11
• [3] 3 Wessjohann, L. A.; Fulhorst, M.; Zakharova, S.; Luczak, L. ARKIVOC 2004, xiii, 79.
• [4] 4 Fairlamb, Ian J.S; Dickinson, J. M.; O´Connor, R; Cohen, L. H.; van Thiel, C. F. Bioorganic Chemistry 2003, 31, 80-97
• [5] 5 Wang, R.; Steensma, D. H.; Takaoka, Y.; Yun, W. J.; Kajimoto, T.; Wong, C.-H. Bioorganic And Medicinal Chemistry, 1997, 5(4), 661-672
• [6] 6 Magnin, D.R.; Biller, S.A.; Dickson, J.K. Jr; Logan, J.V.; Lawrence, R.M.; Chen, Y.; Sulsky, R.B.; Ciosek, C.P. Jr; Harrity, T.W.; Jolibois, K.G.; et al. J. Med. Chem. 1995, 38, 2596-2605

Como citar:

Vasilev, Dimitar; Wessjohann, Ludger A.; "Synthesis of isoprenoid diphosphate mimetics", p-387-387. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0387-1