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• W2058554887 endingPage "2949" @default.
• W2058554887 startingPage "2937" @default.
• W2058554887 abstract "Levels of sinalbin (4-hydroxybenzylglucosinolate) and 28 other glucosinolates were determined in leaves and roots of 20 species that were either phylogenetically close to Sinapis alba, Sinapis arvensis, or Sinapis pubescens (tribe Brassiceae, Brassicaceae), or were expected to contain arylalkyl nitrilase activity. Comparison with a molecular phylogenetic tree based on ITS DNA sequences identified two separate occurrences of sinalbin. The first in a group of species related to S. alba (including members of the genera Coincya and Kremeriella); and the second in S. arvensis, nested among sinalbin deficient species. Significant 4-hydroxyphenylacetonitrile degrading enzyme activity was found in both S. alba and S. arvensis, but in S. alba the major product was the corresponding carboxylic acid, while in S. arvensis the major product was the amide. Both investigated enzyme activities, nitrilase and nitrile hydratase, were specific, accepting only certain arylacetonitriles such as 4-hydroxy and 4-methoxyphenylacetonitrile. Only the S. alba enzyme required an oxygen in para position of the substrate, as found in sinalbin. Indole-3-acetonitrile, arylcyanides, and arylpropionitriles were poor substrates. The nitrilase activity of S. alba was quantitatively comparable to that reported in the monocot Sorghum bicolor (believed to be involved in cyanogenic glycoside metabolism). Glucosinolates derived from methionine were found in all Sinapis clades. Glucosinolate patterns suggested a complex evolution of glucosinolates in the investigated species, with several apparent examples of abrupt changes in glucosinolate profiles including chain length variation and appearance of glucosinolates derived from branched-chain amino acids. NMR data for desulfated homosinalbin, 9-methylsulphonylnonylglucosinolate, 3-methylpentylglucosinolate and related glucosinolates are reported, and a facultative connection between sinalbin and specific nitrilases is suggested." @default.
• W2058554887 created "2016-06-24" @default.
• W2058554887 creator A5020341109 @default.
• W2058554887 creator A5035396060 @default.
• W2058554887 creator A5055849209 @default.
• W2058554887 creator A5081555211 @default.
• W2058554887 date "2008-12-01" @default.
• W2058554887 modified "2023-10-12" @default.
• W2058554887 title "Sinapis phylogeny and evolution of glucosinolates and specific nitrile degrading enzymes" @default.
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• W2058554887 doi "https://doi.org/10.1016/j.phytochem.2008.08.014" @default.
• W2058554887 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/18995873" @default.
• W2058554887 hasPublicationYear "2008" @default.
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