FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2890410714> ?p ?o ?g. }

• W2890410714 endingPage "11869" @default.
• W2890410714 startingPage "11863" @default.
• W2890410714 abstract "The remarkable degree of synthetic selectivity found in Nature is exemplified by the biosynthesis of paralytic shellfish toxins such as saxitoxin. The polycyclic core shared by saxitoxin and its relatives is assembled and subsequently elaborated through the installation of hydroxyl groups with exquisite precision that is not possible to replicate with traditional synthetic methods. Here, we report the identification of the enzymes that carry out a subset of C-H functionalizations involved in paralytic shellfish toxin biosynthesis. We have shown that three Rieske oxygenases mediate hydroxylation reactions with perfect site- and stereoselectivity. Specifically, the Rieske oxygenase SxtT is responsible for selective hydroxylation of a tricyclic precursor to the famous natural product saxitoxin, and a second Rieske oxygenase, GxtA, selectively hydroxylates saxitoxin to access the oxidation pattern present in gonyautoxin natural products. Unexpectedly, a third Rieske oxygenase, SxtH, does not hydroxylate tricyclic intermediates, but rather a linear substrate prior to tricycle formation, rewriting the biosynthetic route to paralytic shellfish toxins. Characterization of SxtT, SxtH, and GxtA is the first demonstration of enzymes carrying out C-H hydroxylation reactions in paralytic shellfish toxin biosynthesis. Additionally, the reactions of these oxygenases with a suite of saxitoxin-related molecules are reported, highlighting the substrate promiscuity of these catalysts and the potential for their application in the synthesis of natural and unnatural saxitoxin congeners." @default.
• W2890410714 created "2018-09-27" @default.
• W2890410714 creator A5001127084 @default.
• W2890410714 creator A5002907157 @default.
• W2890410714 creator A5004644684 @default.
• W2890410714 creator A5014766326 @default.
• W2890410714 creator A5032271698 @default.
• W2890410714 creator A5045180308 @default.
• W2890410714 creator A5090034071 @default.
• W2890410714 date "2018-09-07" @default.
• W2890410714 modified "2023-10-15" @default.
• W2890410714 title "C–H Hydroxylation in Paralytic Shellfish Toxin Biosynthesis" @default.
• W2890410714 cites W1963974108 @default.
• W2890410714 cites W1966856386 @default.
• W2890410714 cites W1968654436 @default.
• W2890410714 cites W1968775774 @default.
• W2890410714 cites W1969989079 @default.
• W2890410714 cites W1978520642 @default.
• W2890410714 cites W1980152562 @default.
• W2890410714 cites W1985299274 @default.
• W2890410714 cites W2007903139 @default.
• W2890410714 cites W2010065309 @default.
• W2890410714 cites W2015363824 @default.
• W2890410714 cites W2020344022 @default.
• W2890410714 cites W2034796508 @default.
• W2890410714 cites W2038132108 @default.
• W2890410714 cites W2040995813 @default.
• W2890410714 cites W2041892840 @default.
• W2890410714 cites W2048715273 @default.
• W2890410714 cites W2054665082 @default.
• W2890410714 cites W2058683340 @default.
• W2890410714 cites W2058926495 @default.
• W2890410714 cites W2075454324 @default.
• W2890410714 cites W2077849556 @default.
• W2890410714 cites W2080324161 @default.
• W2890410714 cites W2090079874 @default.
• W2890410714 cites W2091214846 @default.
• W2890410714 cites W2117758564 @default.
• W2890410714 cites W2118798703 @default.
• W2890410714 cites W2122679295 @default.
• W2890410714 cites W2134702315 @default.
• W2890410714 cites W2138072637 @default.
• W2890410714 cites W2147293395 @default.
• W2890410714 cites W2152589735 @default.
• W2890410714 cites W2160832026 @default.
• W2890410714 cites W2557957583 @default.
• W2890410714 cites W2602135398 @default.
• W2890410714 cites W2785412239 @default.
• W2890410714 cites W2798040726 @default.
• W2890410714 cites W2949313562 @default.
• W2890410714 cites W4211157125 @default.
• W2890410714 cites W4246338188 @default.
• W2890410714 doi "https://doi.org/10.1021/jacs.8b08901" @default.
• W2890410714 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6558983" @default.
• W2890410714 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30192526" @default.
• W2890410714 hasPublicationYear "2018" @default.
• W2890410714 type Work @default.
• W2890410714 sameAs 2890410714 @default.
• W2890410714 citedByCount "45" @default.
• W2890410714 countsByYear W28904107142018 @default.
• W2890410714 countsByYear W28904107142019 @default.
• W2890410714 countsByYear W28904107142020 @default.
• W2890410714 countsByYear W28904107142021 @default.
• W2890410714 countsByYear W28904107142022 @default.
• W2890410714 countsByYear W28904107142023 @default.
• W2890410714 crossrefType "journal-article" @default.
• W2890410714 hasAuthorship W2890410714A5001127084 @default.
• W2890410714 hasAuthorship W2890410714A5002907157 @default.
• W2890410714 hasAuthorship W2890410714A5004644684 @default.
• W2890410714 hasAuthorship W2890410714A5014766326 @default.
• W2890410714 hasAuthorship W2890410714A5032271698 @default.
• W2890410714 hasAuthorship W2890410714A5045180308 @default.
• W2890410714 hasAuthorship W2890410714A5090034071 @default.
• W2890410714 hasBestOaLocation W28904107142 @default.
• W2890410714 hasConcept C165474305 @default.
• W2890410714 hasConcept C181199279 @default.
• W2890410714 hasConcept C185592680 @default.
• W2890410714 hasConcept C2777367657 @default.
• W2890410714 hasConcept C2777646408 @default.
• W2890410714 hasConcept C2781109383 @default.
• W2890410714 hasConcept C553450214 @default.
• W2890410714 hasConcept C55493867 @default.
• W2890410714 hasConcept C71240020 @default.
• W2890410714 hasConceptScore W2890410714C165474305 @default.
• W2890410714 hasConceptScore W2890410714C181199279 @default.
• W2890410714 hasConceptScore W2890410714C185592680 @default.
• W2890410714 hasConceptScore W2890410714C2777367657 @default.
• W2890410714 hasConceptScore W2890410714C2777646408 @default.
• W2890410714 hasConceptScore W2890410714C2781109383 @default.
• W2890410714 hasConceptScore W2890410714C553450214 @default.
• W2890410714 hasConceptScore W2890410714C55493867 @default.
• W2890410714 hasConceptScore W2890410714C71240020 @default.
• W2890410714 hasFunder F4320337354 @default.
• W2890410714 hasFunder F4320337355 @default.
• W2890410714 hasIssue "37" @default.
• W2890410714 hasLocation W28904107141 @default.
• W2890410714 hasLocation W28904107142 @default.
• W2890410714 hasLocation W28904107143 @default.

• next