Structural highlights
Function
LAMT_CATRO Component of the seco-iridoid and derivatives monoterpenoid indole alkaloids (MIAs, e.g. vinblastine and ajmalicine) biosynthesis pathway. Catalyzes the methylation of loganic acid (6S,7R) to produce loganin (PubMed:29399933, PubMed:18326827, PubMed:24104568). Weak activity with secologanic acid as substrate. Inactive on deoxyloganic, dehydrologanic, epiloganic and loganetic acid (PubMed:18326827).[1] [2] [3]
Publication Abstract from PubMed
- Loganin is an iridoid glycoside of interest as both an intermediate in the biosynthesis of indole alkaloids in plants and as a bioactive compound itself. The loganic acid methyltransferase catalyzes the methylation of a monoterpenoid glycoside precursor to produce loganin, and demonstrates stereospecificity for the (6S,7R) substrate. Here, we biochemically characterize this biocatalyst and elucidate the basis for its strict substrate specificity. These studies may help facilitate the design of new classes of monoterpenoid indole alkaloids of pharmaceutical interest.
Loganic Acid Methyltransferase: Insights into the specificity of methylation on an iridoid glycoside.,Petronikolou N, Hollatz A, Schuler MA, Nair SK Chembiochem. 2018 Feb 5. doi: 10.1002/cbic.201700679. PMID:29399933[4]
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.
References
- ↑ Murata J, Roepke J, Gordon H, De Luca V. The leaf epidermome of Catharanthus roseus reveals its biochemical specialization. Plant Cell. 2008 Mar;20(3):524-42. PMID:18326827 doi:10.1105/tpc.107.056630
- ↑ Asada K, Salim V, Masada-Atsumi S, Edmunds E, Nagatoshi M, Terasaka K, Mizukami H, De Luca V. A 7-deoxyloganetic acid glucosyltransferase contributes a key step in secologanin biosynthesis in Madagascar periwinkle. Plant Cell. 2013 Oct;25(10):4123-34. PMID:24104568 doi:10.1105/tpc.113.115154
- ↑ Petronikolou N, Hollatz A, Schuler MA, Nair SK. Loganic Acid Methyltransferase: Insights into the specificity of methylation on an iridoid glycoside. Chembiochem. 2018 Feb 5. doi: 10.1002/cbic.201700679. PMID:29399933 doi:http://dx.doi.org/10.1002/cbic.201700679
- ↑ Petronikolou N, Hollatz A, Schuler MA, Nair SK. Loganic Acid Methyltransferase: Insights into the specificity of methylation on an iridoid glycoside. Chembiochem. 2018 Feb 5. doi: 10.1002/cbic.201700679. PMID:29399933 doi:http://dx.doi.org/10.1002/cbic.201700679
