File Download
There are no files associated with this item.
Links for fulltext
(May Require Subscription)
- Publisher Website: 10.1021/jacs.9b08273
- Scopus: eid_2-s2.0-85072628016
- PMID: 31512870
- WOS: WOS:000488322500013
- Find via
Supplementary
- Citations:
- Appears in Collections:
Article: Synthesis of Modified Nucleoside Oligophosphates Simplified: Fast, Pure, and Protecting Group Free
Title | Synthesis of Modified Nucleoside Oligophosphates Simplified: Fast, Pure, and Protecting Group Free |
---|---|
Authors | |
Issue Date | 2019 |
Citation | Journal of the American Chemical Society, 2019, v. 141, n. 38, p. 15013-15017 How to Cite? |
Abstract | Phosphoramidite analogues of modified cyclotriphosphates provide a general and step-economical synthesis of nucleoside triphosphates and analogues on scale without the need for protecting groups. These reagents enable rapid access to pure nucleoside oligophosphates and a range of other analogues that were previously difficult to obtain (e.g., NH, CH2, CCl2, and CF2 replacements for O, phosphono- and phosphoimidazolides, -morpholidates, -azidates, and -fluoridates). DFT calculations demonstrate that the selectivity of the cyclotriphosphate opening reactions proceeds via an in-line substitution mechanism that displaces the least charged leaving group. |
Persistent Identifier | http://hdl.handle.net/10722/341257 |
ISSN | 2023 Impact Factor: 14.4 2023 SCImago Journal Rankings: 5.489 |
ISI Accession Number ID |
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Singh, Jyoti | - |
dc.contributor.author | Ripp, Alexander | - |
dc.contributor.author | Haas, Thomas M. | - |
dc.contributor.author | Qiu, Danye | - |
dc.contributor.author | Keller, Manfred | - |
dc.contributor.author | Wender, Paul A. | - |
dc.contributor.author | Siegel, Jay S. | - |
dc.contributor.author | Baldridge, Kim K. | - |
dc.contributor.author | Jessen, Henning J. | - |
dc.date.accessioned | 2024-03-13T08:41:24Z | - |
dc.date.available | 2024-03-13T08:41:24Z | - |
dc.date.issued | 2019 | - |
dc.identifier.citation | Journal of the American Chemical Society, 2019, v. 141, n. 38, p. 15013-15017 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10722/341257 | - |
dc.description.abstract | Phosphoramidite analogues of modified cyclotriphosphates provide a general and step-economical synthesis of nucleoside triphosphates and analogues on scale without the need for protecting groups. These reagents enable rapid access to pure nucleoside oligophosphates and a range of other analogues that were previously difficult to obtain (e.g., NH, CH2, CCl2, and CF2 replacements for O, phosphono- and phosphoimidazolides, -morpholidates, -azidates, and -fluoridates). DFT calculations demonstrate that the selectivity of the cyclotriphosphate opening reactions proceeds via an in-line substitution mechanism that displaces the least charged leaving group. | - |
dc.language | eng | - |
dc.relation.ispartof | Journal of the American Chemical Society | - |
dc.title | Synthesis of Modified Nucleoside Oligophosphates Simplified: Fast, Pure, and Protecting Group Free | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/jacs.9b08273 | - |
dc.identifier.pmid | 31512870 | - |
dc.identifier.scopus | eid_2-s2.0-85072628016 | - |
dc.identifier.volume | 141 | - |
dc.identifier.issue | 38 | - |
dc.identifier.spage | 15013 | - |
dc.identifier.epage | 15017 | - |
dc.identifier.eissn | 1520-5126 | - |
dc.identifier.isi | WOS:000488322500013 | - |