Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor
The synthesis of l-DIM [1,4-dideoxy-1,4-imino-l-mannitol] and of 1,4-imino-d-glycero-l-talo-heptitol from d-glycero-d-gulo-heptono-1,4-lactone depends on the use of pentan-3-one to form two five ring ketals as described by Burke, rather than the formation of one five ring and one six ring ketal form...
| Main Authors: | , , , , , , , |
|---|---|
| 格式: | Journal article |
| 出版: |
2007
|
| _version_ | 1826292719524249600 |
|---|---|
| author | Hakansson, A van Ameijde, J Guglielmini, L Horne, G Nash, R Evinson, E Kato, A Fleet, G |
| author_facet | Hakansson, A van Ameijde, J Guglielmini, L Horne, G Nash, R Evinson, E Kato, A Fleet, G |
| author_sort | Hakansson, A |
| collection | OXFORD |
| description | The synthesis of l-DIM [1,4-dideoxy-1,4-imino-l-mannitol] and of 1,4-imino-d-glycero-l-talo-heptitol from d-glycero-d-gulo-heptono-1,4-lactone depends on the use of pentan-3-one to form two five ring ketals as described by Burke, rather than the formation of one five ring and one six ring ketal formed with acetone. l-DIM, the enantiomer of the potent α-d-mannosidase inhibitor DIM [1,4-dideoxy-1,4-imino-d-mannitol] is a good inhibitor of naringinase (an α-l-rhamnosidase) with a K of 3.63 μM. 1,4-Imino-d-glycero-l-talo-heptitol is a moderate inhibitor of naringinase. © 2007 Elsevier Ltd. All rights reserved. |
| first_indexed | 2024-03-07T03:19:02Z |
| format | Journal article |
| id | oxford-uuid:b6cd25c8-cce6-4bf4-a7c1-936dbbb8dbaa |
| institution | University of Oxford |
| last_indexed | 2024-03-07T03:19:02Z |
| publishDate | 2007 |
| record_format | dspace |
| spelling | oxford-uuid:b6cd25c8-cce6-4bf4-a7c1-936dbbb8dbaa2022-03-27T04:43:39ZLooking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitorJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:b6cd25c8-cce6-4bf4-a7c1-936dbbb8dbaaSymplectic Elements at Oxford2007Hakansson, Avan Ameijde, JGuglielmini, LHorne, GNash, REvinson, EKato, AFleet, GThe synthesis of l-DIM [1,4-dideoxy-1,4-imino-l-mannitol] and of 1,4-imino-d-glycero-l-talo-heptitol from d-glycero-d-gulo-heptono-1,4-lactone depends on the use of pentan-3-one to form two five ring ketals as described by Burke, rather than the formation of one five ring and one six ring ketal formed with acetone. l-DIM, the enantiomer of the potent α-d-mannosidase inhibitor DIM [1,4-dideoxy-1,4-imino-d-mannitol] is a good inhibitor of naringinase (an α-l-rhamnosidase) with a K of 3.63 μM. 1,4-Imino-d-glycero-l-talo-heptitol is a moderate inhibitor of naringinase. © 2007 Elsevier Ltd. All rights reserved. |
| spellingShingle | Hakansson, A van Ameijde, J Guglielmini, L Horne, G Nash, R Evinson, E Kato, A Fleet, G Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor |
| title | Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor |
| title_full | Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor |
| title_fullStr | Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor |
| title_full_unstemmed | Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor |
| title_short | Looking glass inhibitors: synthesis of a potent naringinase inhibitor L-DIM [1,4-dideoxy-1,4-imino-L-mannitol], the enantiomer of DIM [1,4-dideoxy-1,4-imino-D-mannitol] a potent alpha-D-mannosidase inhibitor |
| title_sort | looking glass inhibitors synthesis of a potent naringinase inhibitor l dim 1 4 dideoxy 1 4 imino l mannitol the enantiomer of dim 1 4 dideoxy 1 4 imino d mannitol a potent alpha d mannosidase inhibitor |
| work_keys_str_mv | AT hakanssona lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT vanameijdej lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT guglielminil lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT horneg lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT nashr lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT evinsone lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT katoa lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor AT fleetg lookingglassinhibitorssynthesisofapotentnaringinaseinhibitorldim14dideoxy14iminolmannitoltheenantiomerofdim14dideoxy14iminodmannitolapotentalphadmannosidaseinhibitor |