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. 2018 Dec 11;9:5281. doi: 10.1038/s41467-018-07671-3

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© The Author(s) 2018

Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.

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Fig. 2 — AbPYKS catalysis generates 4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoic acid. a Extracted ion LC/MS/MS multiple reaction monitoring (MRM) chromatograms in positive-ion mode (m/z 186.1 > 84) for the 4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoic acid (5) ion from a hydrolyzed 4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoic acid methyl ester standard, a root extract of a 5-week-old A. belladonna plant, and a representative AbPYKS enzyme reaction. b Positive-ion mode product ion MS/MS spectra for m/z 186 of 4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoic acid (5) in a hydrolyzed 4-(1-methyl-2-pyrrolidinyl)-3-oxobutanoic acid methyl ester standard, a root extract of a 5-week-old A. belladonna plant, and a representative AbPYKS enzyme reaction using data-independent SONAR MS/MS scanning as described in the Methods section. c Extracted ion LC/MS/MS chromatograms in positive-ion mode (m/z 140.1 > 98) detecting tropinone (7) from an authentic standard, a root extract of a 5-week-old A. belladonna plant, and a representative AbPYKS enzyme reaction