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. 2020 May 9;10(5):738. doi: 10.3390/biom10050738

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© 2020 by the authors.

Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).

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HPLC chromatographs and mass spectra. (A) LC traces of enzymatic reactions catalyzed by STS in the presence of unnatural starters along with malonyl-CoA. Trace (I): a product peak (1) emerged at 21.5 min when the reaction added with STS in the presence of 4-methylthiazole-5-carboxyl-CoA (4M5C-CoA) and malonyl-CoA (MA-CoA), trace (II): a product peak (2) emerged at 25.5 min when the reaction added with STS in the presence of 2-methylthiazole-5-carboxyl-CoA (2M5C-CoA) and MA-CoA, trace (III): a products peak (3) emerged at 23.3 min when the reaction added with STS in the presence of 2-chloro-1,3-thiazole-5-carboxyl-CoA (2Cl5C-CoA) and MA-CoA, trace (IV): a product peak (4) eluted at 26.7 when 5-(4-fluorophenyl)valeriyol-CoA [5(4FP)V-CoA] and MA-CoA incubated together with STS, trace (V): a product peak (5) emerged at 27.7 min when 6-phenylhexanoyl-CoA (6PH-CoA) and MA-CoA reaction mixture added together with STS, trace (VI): a product peak (6) generated at 27.3 min when 7-phenylheptanoyl-CoA (7PH-CoA) and MA-CoA incubated together with STS, trace (VII): a product peak (7) emerged at 28.9 min when 4-biphenylacetyol-CoA (4BPA-CoA) and MA-CoA was incubated together with STS. (B) Mass spectra of malonyl-CoA and ¹³C-malonyl-CoA (enzymatically synthesized by RtMCS), (C) Mass spectra of compound 7 and ¹³C₂-compound 7 isotope labeling. Likewise, all compounds were confirmed using ¹³C-malonyl-CoA.

HPLC chromatographs and mass spectra. (A) LC traces of enzymatic reactions catalyzed by STS in the presence of unnatural starters along with malonyl-CoA. Trace (I): a product peak (1) emerged at 21.5 min when the reaction added with STS in the presence of 4-methylthiazole-5-carboxyl-CoA (4M5C-CoA) and malonyl-CoA (MA-CoA), trace (II): a product peak (2) emerged at 25.5 min when the reaction added with STS in the presence of 2-methylthiazole-5-carboxyl-CoA (2M5C-CoA) and MA-CoA, trace (III): a products peak (3) emerged at 23.3 min when the reaction added with STS in the presence of 2-chloro-1,3-thiazole-5-carboxyl-CoA (2Cl5C-CoA) and MA-CoA, trace (IV): a product peak (4) eluted at 26.7 when 5-(4-fluorophenyl)valeriyol-CoA [5(4FP)V-CoA] and MA-CoA incubated together with STS, trace (V): a product peak (5) emerged at 27.7 min when 6-phenylhexanoyl-CoA (6PH-CoA) and MA-CoA reaction mixture added together with STS, trace (VI): a product peak (6) generated at 27.3 min when 7-phenylheptanoyl-CoA (7PH-CoA) and MA-CoA incubated together with STS, trace (VII): a product peak (7) emerged at 28.9 min when 4-biphenylacetyol-CoA (4BPA-CoA) and MA-CoA was incubated together with STS. (B) Mass spectra of malonyl-CoA and ¹³C-malonyl-CoA (enzymatically synthesized by RtMCS), (C) Mass spectra of compound 7 and ¹³C₂-compound 7 isotope labeling. Likewise, all compounds were confirmed using ¹³C-malonyl-CoA.