Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp.
[structure: see text] En route to proving the absolute and relative stereochemistry, through synthesis, of (+)-didemniserinolipid B (1), the first natural serinolipid isolated from a tunicate Didemnum sp., it was discovered that the isolated natural product was in fact the 31-sulfate configured 8R,9...
Autori principali: | , , , , |
---|---|
Natura: | Journal article |
Lingua: | English |
Pubblicazione: |
2002
|
_version_ | 1826299299318726656 |
---|---|
author | Kiyota, H Dixon, D Luscombe, C Hettstedt, S Ley, S |
author_facet | Kiyota, H Dixon, D Luscombe, C Hettstedt, S Ley, S |
author_sort | Kiyota, H |
collection | OXFORD |
description | [structure: see text] En route to proving the absolute and relative stereochemistry, through synthesis, of (+)-didemniserinolipid B (1), the first natural serinolipid isolated from a tunicate Didemnum sp., it was discovered that the isolated natural product was in fact the 31-sulfate configured 8R,9R,10R,13S,30S. This structural reassignment was only possible after the development of a microwave-assisted method for the sulfation of unreactive hydroxyl groups. |
first_indexed | 2024-03-07T04:59:48Z |
format | Journal article |
id | oxford-uuid:d7e4df8c-0941-4186-9dfa-e61384b8f95f |
institution | University of Oxford |
language | English |
last_indexed | 2024-03-07T04:59:48Z |
publishDate | 2002 |
record_format | dspace |
spelling | oxford-uuid:d7e4df8c-0941-4186-9dfa-e61384b8f95f2022-03-27T08:44:17ZSynthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:d7e4df8c-0941-4186-9dfa-e61384b8f95fEnglishSymplectic Elements at Oxford2002Kiyota, HDixon, DLuscombe, CHettstedt, SLey, S[structure: see text] En route to proving the absolute and relative stereochemistry, through synthesis, of (+)-didemniserinolipid B (1), the first natural serinolipid isolated from a tunicate Didemnum sp., it was discovered that the isolated natural product was in fact the 31-sulfate configured 8R,9R,10R,13S,30S. This structural reassignment was only possible after the development of a microwave-assisted method for the sulfation of unreactive hydroxyl groups. |
spellingShingle | Kiyota, H Dixon, D Luscombe, C Hettstedt, S Ley, S Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp. |
title | Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp. |
title_full | Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp. |
title_fullStr | Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp. |
title_full_unstemmed | Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp. |
title_short | Synthesis, structure revision, and absolute configuration of (+)-didemniserinolipid B, a serinol marine natural product from a tunicate Didemnum sp. |
title_sort | synthesis structure revision and absolute configuration of didemniserinolipid b a serinol marine natural product from a tunicate didemnum sp |
work_keys_str_mv | AT kiyotah synthesisstructurerevisionandabsoluteconfigurationofdidemniserinolipidbaserinolmarinenaturalproductfromatunicatedidemnumsp AT dixond synthesisstructurerevisionandabsoluteconfigurationofdidemniserinolipidbaserinolmarinenaturalproductfromatunicatedidemnumsp AT luscombec synthesisstructurerevisionandabsoluteconfigurationofdidemniserinolipidbaserinolmarinenaturalproductfromatunicatedidemnumsp AT hettstedts synthesisstructurerevisionandabsoluteconfigurationofdidemniserinolipidbaserinolmarinenaturalproductfromatunicatedidemnumsp AT leys synthesisstructurerevisionandabsoluteconfigurationofdidemniserinolipidbaserinolmarinenaturalproductfromatunicatedidemnumsp |