A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid
The synthesis of oligomers of a C-arabinofuranosyl carbohydrate amino acid on a polystyrene support functionalised with a Rink linker is reported. Cleavage from the solid support gives ready access to dimeric and trimeric carbopeptides bearing a C-terminal carboxamide. Investigations into the soluti...
| Main Authors: | , , , , |
|---|---|
| Format: | Journal article |
| Language: | English |
| Published: |
1998
|
| _version_ | 1797065122751971328 |
|---|---|
| author | Long, D Smith, M Marquess, D Claridge, T Fleet, G |
| author_facet | Long, D Smith, M Marquess, D Claridge, T Fleet, G |
| author_sort | Long, D |
| collection | OXFORD |
| description | The synthesis of oligomers of a C-arabinofuranosyl carbohydrate amino acid on a polystyrene support functionalised with a Rink linker is reported. Cleavage from the solid support gives ready access to dimeric and trimeric carbopeptides bearing a C-terminal carboxamide. Investigations into the solution structure of these novel carbopeptoids utilising 1H NMR indicate that they adopt well defined conformations based around a repeating β-turn like structure stabilised by (i, i-2) inter-residue hydrogen bonds. |
| first_indexed | 2024-03-06T21:24:08Z |
| format | Journal article |
| id | oxford-uuid:428074fd-0e67-43ad-9f49-49f77fbef12a |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-06T21:24:08Z |
| publishDate | 1998 |
| record_format | dspace |
| spelling | oxford-uuid:428074fd-0e67-43ad-9f49-49f77fbef12a2022-03-26T14:49:55ZA solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoidJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:428074fd-0e67-43ad-9f49-49f77fbef12aEnglishSymplectic Elements at Oxford1998Long, DSmith, MMarquess, DClaridge, TFleet, GThe synthesis of oligomers of a C-arabinofuranosyl carbohydrate amino acid on a polystyrene support functionalised with a Rink linker is reported. Cleavage from the solid support gives ready access to dimeric and trimeric carbopeptides bearing a C-terminal carboxamide. Investigations into the solution structure of these novel carbopeptoids utilising 1H NMR indicate that they adopt well defined conformations based around a repeating β-turn like structure stabilised by (i, i-2) inter-residue hydrogen bonds. |
| spellingShingle | Long, D Smith, M Marquess, D Claridge, T Fleet, G A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid |
| title | A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid |
| title_full | A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid |
| title_fullStr | A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid |
| title_full_unstemmed | A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid |
| title_short | A solid phase approach to oligomers of carbohydrate amino-acids: Secondary structure in a trimeric furanose carbopeptoid |
| title_sort | solid phase approach to oligomers of carbohydrate amino acids secondary structure in a trimeric furanose carbopeptoid |
| work_keys_str_mv | AT longd asolidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT smithm asolidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT marquessd asolidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT claridget asolidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT fleetg asolidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT longd solidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT smithm solidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT marquessd solidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT claridget solidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid AT fleetg solidphaseapproachtooligomersofcarbohydrateaminoacidssecondarystructureinatrimericfuranosecarbopeptoid |