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PXD008704

PXD008704 is an original dataset announced via ProteomeXchange.

Dataset Summary
TitleUncoupled activation and cyclisation in catmint reductive terpenoid biosynthesis
DescriptionTerpenes synthases typically form complex molecular scaffolds by concerted activation and cyclization of linear starting materials in a single active site. We have determined that iridoid synthase, an atypical reductive terpene synthase, catalyses the activation of its substrate 8-oxogeranial into a reactive enol intermediate but does not catalyse the subsequent cyclisation into nepetalactol. This discovery led us to identify a class of nepetalactol-related short-chain dehydrogenase enzymes (NEPS) from catmint (Nepeta mussinii) which catalyse the stereoselective cyclisation of the enol intermediate into nepetalactol isomers. Subsequent oxidation of nepetalactols by NEPS1 provides nepetalactones, metabolites that are well known for both insect-repellent activity and euphoric effect in cats. Structural characterisation of the NEPS3 cyclase reveals it binds to NAD+ yet does not utilise it chemically for a non-oxidoreductive formal [4+2] cyclisation. These discoveries will complement metabolic reconstructions of iridoid and monoterpene indole alkaloid biosynthesis.
HostingRepositoryPRIDE
AnnounceDate2019-08-12
AnnouncementXMLSubmission_2019-08-12_01:50:06.xml
DigitalObjectIdentifier
ReviewLevelPeer-reviewed dataset
DatasetOriginOriginal dataset
RepositorySupportUnsupported dataset by repository
PrimarySubmitterGerhard Saalbach
SpeciesList scientific name: Nepeta mussinii; NCBI TaxID: 213401;
ModificationListmonohydroxylated residue; iodoacetamide derivatized residue; deamidated residue
InstrumentOrbitrap Fusion
Dataset History
RevisionDatetimeStatusChangeLog Entry
02018-01-17 07:37:51ID requested
12019-08-12 01:50:07announced
Publication List
Lichman BR, Kamileen MO, Titchiner GR, Saalbach G, Stevenson CEM, Lawson DM, O'Connor SE, Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis. Nat Chem Biol, 15(1):71-79(2019) [pubmed]
Keyword List
curator keyword: Biological
submitter keyword: iridoid, catmint, nepetalactone, trichome, proteomics, LC-MSMS
Contact List
Sarah O'Connor
contact affiliationDepartment of Biological Chemistry John Innes Centre Norwich Research Park Norwich NR4 7UH
contact emailSarah.OConnor@jic.ac.uk
lab head
Gerhard Saalbach
contact affiliationBiological Chemistry
contact emailgerhard.saalbach@jic.ac.uk
dataset submitter
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Dataset FTP location
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