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