Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis
Title | Synthesis of deuterated isopentyl pyrophosphates for chemo-enzymatic labelling methods: GC-EI-MS based 1,2-hydride shift in epicedrol biosynthesis |
Publication Type | Journal Article |
Year of Publication | 2019 |
Authors | Said, MS, Navale, GR, Gajbhiye, JM, Shinde, SS |
Journal | RSC Advances |
Volume | 9 |
Issue | 48 |
Pagination | 28258-28261 |
Date Published | SEP |
Type of Article | Article |
Abstract | A sesquiterpene epicedrol cyclase mechanism was elucidated based on the gas chromatography coupled to electron impact mass spectrometry fragmentation data of deuterated (H-2) 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 H-2 of C6 migrates to the C7 position during the cyclization mechanism. |
DOI | 10.1039/c9ra00163h |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 3.049 |
Divison category:
Organic Chemistry
Add new comment