Helix-forming carbohydrate amino acids.
[reaction: see text] The solution-phase conformational properties of tetrameric and octameric chains of C-glycosyl alpha-d-lyxofuranose configured tetrahydrofuran amino acids (where the C-2 and C-5 substituents on the tetrahydrofuran ring are trans to each other) were examined using NMR and IR and C...
| Váldodahkkit: | , , , , , , , , |
|---|---|
| Materiálatiipa: | Journal article |
| Giella: | English |
| Almmustuhtton: |
2005
|
| _version_ | 1826262708093190144 |
|---|---|
| author | Claridge, T Long, D Baker, C Odell, B Grant, G Edwards, A Tranter, G Fleet, G Smith, M |
| author_facet | Claridge, T Long, D Baker, C Odell, B Grant, G Edwards, A Tranter, G Fleet, G Smith, M |
| author_sort | Claridge, T |
| collection | OXFORD |
| description | [reaction: see text] The solution-phase conformational properties of tetrameric and octameric chains of C-glycosyl alpha-d-lyxofuranose configured tetrahydrofuran amino acids (where the C-2 and C-5 substituents on the tetrahydrofuran ring are trans to each other) were examined using NMR and IR and CD in organic solvents. Studies by NMR and IR demonstrated that in chloroform solution, the tetramer 7 does not adopt a hydrogen-bonded conformation whereas the octamer 10 populates a well-defined helical secondary structure stabilized by 16-membered (i, i - 3) interresidue hydrogen bonds, similar to a pi-helix. Circular dichroism studies in trifluoroethanol are consistent with this conformation for the octamer 10, and also indicate that the tetramer 7 adopts a rigid conformation not stabilized by hydrogen bonds. |
| first_indexed | 2024-03-06T19:40:21Z |
| format | Journal article |
| id | oxford-uuid:207291ae-40f2-4cd7-928e-a2ee3a6ed8d5 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T19:40:21Z |
| publishDate | 2005 |
| record_format | dspace |
| spelling | oxford-uuid:207291ae-40f2-4cd7-928e-a2ee3a6ed8d52022-03-26T11:27:43ZHelix-forming carbohydrate amino acids.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:207291ae-40f2-4cd7-928e-a2ee3a6ed8d5EnglishSymplectic Elements at Oxford2005Claridge, TLong, DBaker, COdell, BGrant, GEdwards, ATranter, GFleet, GSmith, M[reaction: see text] The solution-phase conformational properties of tetrameric and octameric chains of C-glycosyl alpha-d-lyxofuranose configured tetrahydrofuran amino acids (where the C-2 and C-5 substituents on the tetrahydrofuran ring are trans to each other) were examined using NMR and IR and CD in organic solvents. Studies by NMR and IR demonstrated that in chloroform solution, the tetramer 7 does not adopt a hydrogen-bonded conformation whereas the octamer 10 populates a well-defined helical secondary structure stabilized by 16-membered (i, i - 3) interresidue hydrogen bonds, similar to a pi-helix. Circular dichroism studies in trifluoroethanol are consistent with this conformation for the octamer 10, and also indicate that the tetramer 7 adopts a rigid conformation not stabilized by hydrogen bonds. |
| spellingShingle | Claridge, T Long, D Baker, C Odell, B Grant, G Edwards, A Tranter, G Fleet, G Smith, M Helix-forming carbohydrate amino acids. |
| title | Helix-forming carbohydrate amino acids. |
| title_full | Helix-forming carbohydrate amino acids. |
| title_fullStr | Helix-forming carbohydrate amino acids. |
| title_full_unstemmed | Helix-forming carbohydrate amino acids. |
| title_short | Helix-forming carbohydrate amino acids. |
| title_sort | helix forming carbohydrate amino acids |
| work_keys_str_mv | AT claridget helixformingcarbohydrateaminoacids AT longd helixformingcarbohydrateaminoacids AT bakerc helixformingcarbohydrateaminoacids AT odellb helixformingcarbohydrateaminoacids AT grantg helixformingcarbohydrateaminoacids AT edwardsa helixformingcarbohydrateaminoacids AT tranterg helixformingcarbohydrateaminoacids AT fleetg helixformingcarbohydrateaminoacids AT smithm helixformingcarbohydrateaminoacids |