FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2092788655> ?p ?o ?g. }

• W2092788655 endingPage "19349" @default.
• W2092788655 startingPage "19346" @default.
• W2092788655 abstract "Installing halogens onto natural products can generate compounds with novel or improved properties. Notably, enzymatic halogenation is now possible as a result of the discovery of several classes of halogenases; however, applications are limited because of the narrow substrate specificity of these enzymes. Here we demonstrate that the flavin-dependent halogenase RebH can be engineered to install chlorine preferentially onto tryptamine rather than the native substrate tryptophan. Tryptamine is a direct precursor to many alkaloid natural products, including approximately 3000 monoterpene indole alkaloids. To validate the function of this engineered enzyme in vivo, we transformed the tryptamine-specific RebH mutant (Y455W) into the alkaloid-producing plant Madagascar periwinkle ( Catharanthus roseus ) and observed the de novo production of the halogenated alkaloid 12-chloro-19,20-dihydroakuammicine. While wild-type (WT) RebH has been integrated into periwinkle metabolism previously, the resulting tissue cultures accumulated substantial levels of 7-chlorotryptophan. Tryptophan decarboxylase, the enzyme that converts tryptophan to tryptamine, accepts 7-chlorotryptophan at only 3% of the efficiency of the native substrate tryptophan, thereby creating a bottleneck. The RebH Y455W mutant circumvents this bottleneck by installing chlorine onto tryptamine, a downstream substrate. In comparison with cultures harboring RebH and WT RebF, tissue cultures containing mutant RebH Y455W and RebF also accumulate microgram per gram fresh-weight quantities of 12-chloro-19,20-dihydroakuammicine but, in contrast, do not accumulate 7-chlorotryptophan, demonstrating the selectivity and potential utility of this mutant in metabolic engineering applications." @default.
• W2092788655 created "2016-06-24" @default.
• W2092788655 creator A5024537880 @default.
• W2092788655 creator A5035559953 @default.
• W2092788655 creator A5036605117 @default.
• W2092788655 date "2011-11-11" @default.
• W2092788655 modified "2023-10-18" @default.
• W2092788655 title "Reengineering a Tryptophan Halogenase To Preferentially Chlorinate a Direct Alkaloid Precursor" @default.
• W2092788655 cites W1504523189 @default.
• W2092788655 cites W1976296170 @default.
• W2092788655 cites W1983085292 @default.
• W2092788655 cites W1993062033 @default.
• W2092788655 cites W2003035278 @default.
• W2092788655 cites W2012437106 @default.
• W2092788655 cites W2028778151 @default.
• W2092788655 cites W2030598505 @default.
• W2092788655 cites W2031291845 @default.
• W2092788655 cites W2041411283 @default.
• W2092788655 cites W2043618186 @default.
• W2092788655 cites W2060057657 @default.
• W2092788655 cites W2063412644 @default.
• W2092788655 cites W2118484018 @default.
• W2092788655 cites W2130878869 @default.
• W2092788655 cites W2141142472 @default.
• W2092788655 cites W2146566856 @default.
• W2092788655 cites W2167141095 @default.
• W2092788655 cites W2951014908 @default.
• W2092788655 cites W4255196858 @default.
• W2092788655 doi "https://doi.org/10.1021/ja2089348" @default.
• W2092788655 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/22050348" @default.
• W2092788655 hasPublicationYear "2011" @default.
• W2092788655 type Work @default.
• W2092788655 sameAs 2092788655 @default.
• W2092788655 citedByCount "101" @default.
• W2092788655 countsByYear W20927886552012 @default.
• W2092788655 countsByYear W20927886552013 @default.
• W2092788655 countsByYear W20927886552014 @default.
• W2092788655 countsByYear W20927886552015 @default.
• W2092788655 countsByYear W20927886552016 @default.
• W2092788655 countsByYear W20927886552017 @default.
• W2092788655 countsByYear W20927886552018 @default.
• W2092788655 countsByYear W20927886552019 @default.
• W2092788655 countsByYear W20927886552020 @default.
• W2092788655 countsByYear W20927886552021 @default.
• W2092788655 countsByYear W20927886552022 @default.
• W2092788655 countsByYear W20927886552023 @default.
• W2092788655 crossrefType "journal-article" @default.
• W2092788655 hasAuthorship W2092788655A5024537880 @default.
• W2092788655 hasAuthorship W2092788655A5035559953 @default.
• W2092788655 hasAuthorship W2092788655A5036605117 @default.
• W2092788655 hasConcept C104317684 @default.
• W2092788655 hasConcept C143065580 @default.
• W2092788655 hasConcept C178790620 @default.
• W2092788655 hasConcept C181199279 @default.
• W2092788655 hasConcept C185592680 @default.
• W2092788655 hasConcept C18903297 @default.
• W2092788655 hasConcept C192527728 @default.
• W2092788655 hasConcept C2776706248 @default.
• W2092788655 hasConcept C2776734949 @default.
• W2092788655 hasConcept C2777135210 @default.
• W2092788655 hasConcept C2777289219 @default.
• W2092788655 hasConcept C2777667214 @default.
• W2092788655 hasConcept C2779906556 @default.
• W2092788655 hasConcept C515207424 @default.
• W2092788655 hasConcept C55493867 @default.
• W2092788655 hasConcept C65973085 @default.
• W2092788655 hasConcept C71240020 @default.
• W2092788655 hasConcept C86803240 @default.
• W2092788655 hasConceptScore W2092788655C104317684 @default.
• W2092788655 hasConceptScore W2092788655C143065580 @default.
• W2092788655 hasConceptScore W2092788655C178790620 @default.
• W2092788655 hasConceptScore W2092788655C181199279 @default.
• W2092788655 hasConceptScore W2092788655C185592680 @default.
• W2092788655 hasConceptScore W2092788655C18903297 @default.
• W2092788655 hasConceptScore W2092788655C192527728 @default.
• W2092788655 hasConceptScore W2092788655C2776706248 @default.
• W2092788655 hasConceptScore W2092788655C2776734949 @default.
• W2092788655 hasConceptScore W2092788655C2777135210 @default.
• W2092788655 hasConceptScore W2092788655C2777289219 @default.
• W2092788655 hasConceptScore W2092788655C2777667214 @default.
• W2092788655 hasConceptScore W2092788655C2779906556 @default.
• W2092788655 hasConceptScore W2092788655C515207424 @default.
• W2092788655 hasConceptScore W2092788655C55493867 @default.
• W2092788655 hasConceptScore W2092788655C65973085 @default.
• W2092788655 hasConceptScore W2092788655C71240020 @default.
• W2092788655 hasConceptScore W2092788655C86803240 @default.
• W2092788655 hasIssue "48" @default.
• W2092788655 hasLocation W20927886551 @default.
• W2092788655 hasLocation W20927886552 @default.
• W2092788655 hasOpenAccess W2092788655 @default.
• W2092788655 hasPrimaryLocation W20927886551 @default.
• W2092788655 hasRelatedWork W1217293147 @default.
• W2092788655 hasRelatedWork W1965764151 @default.
• W2092788655 hasRelatedWork W2006171736 @default.
• W2092788655 hasRelatedWork W2006464542 @default.
• W2092788655 hasRelatedWork W2023740861 @default.
• W2092788655 hasRelatedWork W2216225870 @default.
• W2092788655 hasRelatedWork W2258708657 @default.

• next