Matches in SemOpenAlex for { <https://semopenalex.org/work/W2149383303> ?p ?o ?g. }
- W2149383303 endingPage "8821" @default.
- W2149383303 startingPage "8810" @default.
- W2149383303 abstract "Cytochrome P450s (P450) play a key role in oxidative reactions in plant secondary metabolism. Some of them, which catalyze unique reactions other than the standard hydroxylation, increase the structural diversity of plant secondary metabolites. In isoquinoline alkaloid biosyntheses, several unique P450 reactions have been reported, such as methylenedioxy bridge formation, intramolecular C-C phenol-coupling and intermolecular C-O phenol-coupling reactions. We report here the isolation and characterization of a C-C phenol-coupling P450 cDNA (CYP80G2) from an expressed sequence tag library of cultured Coptis japonica cells. Structural analysis showed that CYP80G2 had high amino acid sequence similarity to Berberis stolonifera CYP80A1, an intermolecular C-O phenol-coupling P450 involved in berbamunine biosynthesis. Heterologous expression in yeast indicated that CYP80G2 had intramolecular C-C phenol-coupling activity to produce (S)-corytuberine (aporphine-type) from (S)-reticuline (benzylisoquinoline type). Despite this intriguing reaction, recombinant CYP80G2 showed typical P450 properties: its C-C phenol-coupling reaction required NADPH and oxygen and was inhibited by a typical P450 inhibitor. Based on a detailed substrate-specificity analysis, this unique reaction mechanism and substrate recognition were discussed. CYP80G2 may be involved in magnoflorine biosynthesis in C. japonica, based on the fact that recombinant C. japonica S-adenosyl-L-methionine:coclaurine N-methyltransferase could convert (S)-corytuberine to magnoflorine." @default.
- W2149383303 created "2016-06-24" @default.
- W2149383303 creator A5031484098 @default.
- W2149383303 creator A5040335845 @default.
- W2149383303 creator A5041296441 @default.
- W2149383303 date "2008-04-01" @default.
- W2149383303 modified "2023-09-30" @default.
- W2149383303 title "Molecular Cloning and Characterization of CYP80G2, a Cytochrome P450 That Catalyzes an Intramolecular C–C Phenol Coupling of (S)-Reticuline in Magnoflorine Biosynthesis, from Cultured Coptis japonica Cells" @default.
- W2149383303 cites W1507666264 @default.
- W2149383303 cites W1525759724 @default.
- W2149383303 cites W1532212858 @default.
- W2149383303 cites W1547482025 @default.
- W2149383303 cites W1574422260 @default.
- W2149383303 cites W1586935166 @default.
- W2149383303 cites W1662769244 @default.
- W2149383303 cites W1697509714 @default.
- W2149383303 cites W1965377330 @default.
- W2149383303 cites W1971318276 @default.
- W2149383303 cites W1972737942 @default.
- W2149383303 cites W1973782344 @default.
- W2149383303 cites W1979407894 @default.
- W2149383303 cites W1980829113 @default.
- W2149383303 cites W1988276504 @default.
- W2149383303 cites W1991569676 @default.
- W2149383303 cites W1994454883 @default.
- W2149383303 cites W1998935580 @default.
- W2149383303 cites W2001578631 @default.
- W2149383303 cites W2003766180 @default.
- W2149383303 cites W2015204420 @default.
- W2149383303 cites W2029737759 @default.
- W2149383303 cites W2031804135 @default.
- W2149383303 cites W2038735800 @default.
- W2149383303 cites W2049417002 @default.
- W2149383303 cites W2054256187 @default.
- W2149383303 cites W2060007151 @default.
- W2149383303 cites W2065723941 @default.
- W2149383303 cites W2066557962 @default.
- W2149383303 cites W2079038249 @default.
- W2149383303 cites W2081808557 @default.
- W2149383303 cites W2086589441 @default.
- W2149383303 cites W2091493196 @default.
- W2149383303 cites W2094528776 @default.
- W2149383303 cites W2095254482 @default.
- W2149383303 cites W2106882534 @default.
- W2149383303 cites W2111329465 @default.
- W2149383303 cites W2120409655 @default.
- W2149383303 cites W2120956519 @default.
- W2149383303 cites W2122088329 @default.
- W2149383303 cites W2141358713 @default.
- W2149383303 cites W4293247451 @default.
- W2149383303 doi "https://doi.org/10.1074/jbc.m705082200" @default.
- W2149383303 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18230623" @default.
- W2149383303 hasPublicationYear "2008" @default.
- W2149383303 type Work @default.
- W2149383303 sameAs 2149383303 @default.
- W2149383303 citedByCount "119" @default.
- W2149383303 countsByYear W21493833032012 @default.
- W2149383303 countsByYear W21493833032013 @default.
- W2149383303 countsByYear W21493833032014 @default.
- W2149383303 countsByYear W21493833032015 @default.
- W2149383303 countsByYear W21493833032016 @default.
- W2149383303 countsByYear W21493833032017 @default.
- W2149383303 countsByYear W21493833032018 @default.
- W2149383303 countsByYear W21493833032019 @default.
- W2149383303 countsByYear W21493833032020 @default.
- W2149383303 countsByYear W21493833032021 @default.
- W2149383303 countsByYear W21493833032022 @default.
- W2149383303 countsByYear W21493833032023 @default.
- W2149383303 crossrefType "journal-article" @default.
- W2149383303 hasAuthorship W2149383303A5031484098 @default.
- W2149383303 hasAuthorship W2149383303A5040335845 @default.
- W2149383303 hasAuthorship W2149383303A5041296441 @default.
- W2149383303 hasBestOaLocation W21493833031 @default.
- W2149383303 hasConcept C104317684 @default.
- W2149383303 hasConcept C121050878 @default.
- W2149383303 hasConcept C178790620 @default.
- W2149383303 hasConcept C185592680 @default.
- W2149383303 hasConcept C199360897 @default.
- W2149383303 hasConcept C2777702071 @default.
- W2149383303 hasConcept C41008148 @default.
- W2149383303 hasConcept C553450214 @default.
- W2149383303 hasConcept C55493867 @default.
- W2149383303 hasConcept C71240020 @default.
- W2149383303 hasConcept C75079739 @default.
- W2149383303 hasConceptScore W2149383303C104317684 @default.
- W2149383303 hasConceptScore W2149383303C121050878 @default.
- W2149383303 hasConceptScore W2149383303C178790620 @default.
- W2149383303 hasConceptScore W2149383303C185592680 @default.
- W2149383303 hasConceptScore W2149383303C199360897 @default.
- W2149383303 hasConceptScore W2149383303C2777702071 @default.
- W2149383303 hasConceptScore W2149383303C41008148 @default.
- W2149383303 hasConceptScore W2149383303C553450214 @default.
- W2149383303 hasConceptScore W2149383303C55493867 @default.
- W2149383303 hasConceptScore W2149383303C71240020 @default.
- W2149383303 hasConceptScore W2149383303C75079739 @default.
- W2149383303 hasIssue "14" @default.
- W2149383303 hasLocation W21493833031 @default.
- W2149383303 hasOpenAccess W2149383303 @default.