Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis

A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated ((2)H) epicedrol analogues. The chemo-enzymatic method was applied for the specific synthesis of 8-position labelled farnesyl pyrop...

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Autores principales: Said, Madhukar S., Navale, Govinda R., Gajbhiye, Jayant M., Shinde, Sandip S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071075/
https://www.ncbi.nlm.nih.gov/pubmed/35530493
http://dx.doi.org/10.1039/c9ra00163h
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author Said, Madhukar S.
Navale, Govinda R.
Gajbhiye, Jayant M.
Shinde, Sandip S.
author_facet Said, Madhukar S.
Navale, Govinda R.
Gajbhiye, Jayant M.
Shinde, Sandip S.
author_sort Said, Madhukar S.
collection PubMed
description A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated ((2)H) epicedrol analogues. The chemo-enzymatic method was applied for the specific synthesis of 8-position labelled farnesyl pyrophosphate and epicedrol. EI-MS fragmentation ions compared with non-labelled and isotopic mass shift fragments suggest that the (2)H of C6 migrates to the C7 position during the cyclization mechanism.
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spelling pubmed-90710752022-05-06 Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis Said, Madhukar S. Navale, Govinda R. Gajbhiye, Jayant M. Shinde, Sandip S. RSC Adv Chemistry A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated ((2)H) epicedrol analogues. The chemo-enzymatic method was applied for the specific synthesis of 8-position labelled farnesyl pyrophosphate and epicedrol. EI-MS fragmentation ions compared with non-labelled and isotopic mass shift fragments suggest that the (2)H of C6 migrates to the C7 position during the cyclization mechanism. The Royal Society of Chemistry 2019-09-09 /pmc/articles/PMC9071075/ /pubmed/35530493 http://dx.doi.org/10.1039/c9ra00163h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Said, Madhukar S.
Navale, Govinda R.
Gajbhiye, Jayant M.
Shinde, Sandip S.
Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
title Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
title_full Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
title_fullStr Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
title_full_unstemmed Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
title_short Retracted Article: Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
title_sort retracted article: synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: gc-ei-ms based 1,2-hydride shift in epicedrol biosynthesis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9071075/
https://www.ncbi.nlm.nih.gov/pubmed/35530493
http://dx.doi.org/10.1039/c9ra00163h
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