iridoids and citral

iridoids has been researched along with citral* in 2 studies

Other Studies

2 other study(ies) available for iridoids and citral

ArticleYear
Inverted stereocontrol of iridoid synthase in snapdragon.
    The Journal of biological chemistry, 2017, 09-01, Volume: 292, Issue:35

    The natural product class of iridoids, found in various species of flowering plants, harbors astonishing chemical complexity. The discovery of iridoid biosynthetic genes in the medicinal plant

    Topics: Acyclic Monoterpenes; Alkyl and Aryl Transferases; Amino Acid Substitution; Antirrhinum; Biocatalysis; Catalytic Domain; Catharanthus; Iridoids; Models, Molecular; Molecular Structure; Monoterpenes; Mutation; NADP; Oxidation-Reduction; Phylogeny; Plant Proteins; Protein Conformation; Recombinant Fusion Proteins; Recombinant Proteins; Stereoisomerism; Structural Homology, Protein; Substrate Specificity; Terpenes

2017
Structures of Iridoid Synthase from Cantharanthus roseus with Bound NAD(+) , NADPH, or NAD(+) /10-Oxogeranial: Reaction Mechanisms.
    Angewandte Chemie (International ed. in English), 2015, Dec-14, Volume: 54, Issue:51

    Structures of the iridoid synthase nepetalactol synthase in the presence of NAD(+) , NADPH or NAD(+) /10-oxogeranial were solved. The 10-oxogeranial substrate binds in a transoid-O1-C3 conformation and can be reduced by hydride addition to form the byproduct S-10-oxo-citronellal. Tyr178 Oζ is positioned 2.5 Å from the substrate O1 and provides the second proton required for reaction. Nepetalactol product formation requires rotation about C1-C2 to form the cisoid isomer, leading to formation of the cis-enolate, together with rotation about C4-C5, which enables cyclization and lactol production. The structure is similar to that of progesterone-5β-reductase, with almost identical positioning of NADP, Lys146(147), Tyr178(179), and F342(343), but only Tyr178 and Phe342 appear to be essential for activity. The transoid 10-oxogeranial structure also serves as a model for β-face hydride attack in progesterone 5β-reductases and is of general interest in the context of asymmetric synthesis.

    Topics: Acyclic Monoterpenes; Apocynaceae; Iridoids; Ligases; Models, Molecular; Molecular Structure; Monoterpenes; NAD; NADP

2015