FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2078501360> ?p ?o ?g. }

• W2078501360 endingPage "137" @default.
• W2078501360 startingPage "126" @default.
• W2078501360 abstract "We investigated the metabolism of two chain elongated phenolic glucosinolates and the corresponding O-methyl derivatives upon ingestion by caterpillars of the butterfly Pieris rapae (L.). The glucosinolates (GSLs) were 4-hydroxyphenethylGSL, (R)-2-hydroxy-2-(4-hydroxyphenyl)ethylGSL, 4-methoxyphenethylGSL, and (R)-2-hydroxy-2-(4-methoxyphenyl)ethylGSL, variously occurring in foliage of two Arabis species: Arabis hirsuta (L.) Scop. and Arabis soyeri Reut. & Huet subsp. subcoriacea (Gren. ex Nyman) Breitstr. (Brassicaceae). Frass from caterpillars reared on each Arabis species contained two sulfated nitriles (4-sulfates of 3-(4-hydroxyphenyl)propanenitrile and 3-hydroxy-3-(4-hydroxyphenyl)propanenitrile) as apparent GSL metabolites. Comparison of glucosinolate levels in foliage and levels of sulfated nitriles in frass, and experiments with isolated GSLs spiked to crucifer foliage and ingested by P. rapae, demonstrated that phenolic GSLs and the corresponding O-methyl derivatives were metabolised to sulfated nitriles, and that metabolites lacking a beta-hydroxy group were partially hydroxylated in this position during metabolism in P. rapae. In contrast, an induction experiment did not show increased levels of beta-hydroxylated GSLs in A. soyeri plants upon caterpillar feeding. Frass contents of other putative GSL metabolites from the interaction with the two Arabis species differed significantly; caterpillars reared on A. hirsuta excreted significant amounts of four carboxylic acids (3-(4-hydroxyphenyl)propanoic acid, 3-hydroxy-3-(4-hydroxyphenyl)propanoic acid, and the corresponding 4-sulfates), which were low or absent when the caterpillars were reared on A. soyeri. The excreted carboxylic acids could be formed by hydrolysis of nitriles to carboxylic acids in caterpillar guts by an ingested nitrilase enzyme from A. hirsuta foliage; this hypothesis was supported by demonstration of 3-(4-hydroxyphenyl)propanenitrile hydrolysing nitrilase activity (E.C. 3.5.5.x) in a crude A. hirsuta extract. Some hypothetic metabolites, glycine conjugates of phenolic carboxylic acids, were not detected. Conditions for group separation and HPLC isolation of intact GSLs and sulfated metabolites were optimised, NMR spectroscopic data of the compounds are reported, and evolutionary and ecological implications are discussed." @default.
• W2078501360 created "2016-06-24" @default.
• W2078501360 creator A5013576795 @default.
• W2078501360 creator A5020341109 @default.
• W2078501360 creator A5035396060 @default.
• W2078501360 creator A5080313506 @default.
• W2078501360 creator A5081555211 @default.
• W2078501360 date "2010-02-01" @default.
• W2078501360 modified "2023-09-26" @default.
• W2078501360 title "Complex metabolism of aromatic glucosinolates in Pieris rapae caterpillars involving nitrile formation, hydroxylation, demethylation, sulfation, and host plant dependent carboxylic acid formation" @default.
• W2078501360 cites W144293055 @default.
• W2078501360 cites W1542251357 @default.
• W2078501360 cites W1588103101 @default.
• W2078501360 cites W1601426745 @default.
• W2078501360 cites W1918965474 @default.
• W2078501360 cites W1965124058 @default.
• W2078501360 cites W1971240531 @default.
• W2078501360 cites W1980497852 @default.
• W2078501360 cites W1984149259 @default.
• W2078501360 cites W1989428173 @default.
• W2078501360 cites W1996611722 @default.
• W2078501360 cites W1999826972 @default.
• W2078501360 cites W2001807768 @default.
• W2078501360 cites W2006889167 @default.
• W2078501360 cites W2014155637 @default.
• W2078501360 cites W2022798538 @default.
• W2078501360 cites W2023182268 @default.
• W2078501360 cites W2029436323 @default.
• W2078501360 cites W2034849909 @default.
• W2078501360 cites W2037104028 @default.
• W2078501360 cites W2043331140 @default.
• W2078501360 cites W2046164221 @default.
• W2078501360 cites W2048524257 @default.
• W2078501360 cites W2050468642 @default.
• W2078501360 cites W2050605790 @default.
• W2078501360 cites W2058554887 @default.
• W2078501360 cites W2065123516 @default.
• W2078501360 cites W2066671924 @default.
• W2078501360 cites W2069226672 @default.
• W2078501360 cites W2070734314 @default.
• W2078501360 cites W2073430126 @default.
• W2078501360 cites W2079707316 @default.
• W2078501360 cites W2080125272 @default.
• W2078501360 cites W2080207413 @default.
• W2078501360 cites W2080895359 @default.
• W2078501360 cites W2083178847 @default.
• W2078501360 cites W2088017408 @default.
• W2078501360 cites W2088330655 @default.
• W2078501360 cites W2092219373 @default.
• W2078501360 cites W2092457863 @default.
• W2078501360 cites W2093705594 @default.
• W2078501360 cites W2106515175 @default.
• W2078501360 cites W2108735352 @default.
• W2078501360 cites W2111788801 @default.
• W2078501360 cites W2131525788 @default.
• W2078501360 cites W2135202523 @default.
• W2078501360 cites W2163388941 @default.
• W2078501360 cites W2476473080 @default.
• W2078501360 cites W2576505161 @default.
• W2078501360 cites W2578973551 @default.
• W2078501360 doi "https://doi.org/10.1016/j.ibmb.2010.01.003" @default.
• W2078501360 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/20079434" @default.
• W2078501360 hasPublicationYear "2010" @default.
• W2078501360 type Work @default.
• W2078501360 sameAs 2078501360 @default.
• W2078501360 citedByCount "35" @default.
• W2078501360 countsByYear W20785013602012 @default.
• W2078501360 countsByYear W20785013602013 @default.
• W2078501360 countsByYear W20785013602014 @default.
• W2078501360 countsByYear W20785013602015 @default.
• W2078501360 countsByYear W20785013602016 @default.
• W2078501360 countsByYear W20785013602017 @default.
• W2078501360 countsByYear W20785013602018 @default.
• W2078501360 countsByYear W20785013602019 @default.
• W2078501360 countsByYear W20785013602020 @default.
• W2078501360 countsByYear W20785013602021 @default.
• W2078501360 countsByYear W20785013602022 @default.
• W2078501360 countsByYear W20785013602023 @default.
• W2078501360 crossrefType "journal-article" @default.
• W2078501360 hasAuthorship W2078501360A5013576795 @default.
• W2078501360 hasAuthorship W2078501360A5020341109 @default.
• W2078501360 hasAuthorship W2078501360A5035396060 @default.
• W2078501360 hasAuthorship W2078501360A5080313506 @default.
• W2078501360 hasAuthorship W2078501360A5081555211 @default.
• W2078501360 hasConcept C100701293 @default.
• W2078501360 hasConcept C109982019 @default.
• W2078501360 hasConcept C177756618 @default.
• W2078501360 hasConcept C185592680 @default.
• W2078501360 hasConcept C2777013218 @default.
• W2078501360 hasConcept C2777248757 @default.
• W2078501360 hasConcept C2780646760 @default.
• W2078501360 hasConcept C31241831 @default.
• W2078501360 hasConcept C55493867 @default.
• W2078501360 hasConcept C59822182 @default.
• W2078501360 hasConcept C71240020 @default.
• W2078501360 hasConcept C86803240 @default.
• W2078501360 hasConceptScore W2078501360C100701293 @default.
• W2078501360 hasConceptScore W2078501360C109982019 @default.

• next