Synthesis and assignment of stereochemistry of the antibacterial cyclic peptide xenematide
The synthesis of the antimicrobial cyclic peptide xenematide was accomplished by Fmoc solid phase peptide synthesis and the key esterification reaction was achieved using a modified Yamaguchi esterification. Comparison of the optical rotation and NMR data of the synthesized diastereomers to that of...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2011-01, Vol.9 (1), p.236-242 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Hung, Kuo-yuan Harris, Paul W R Heapy, Amanda M Brimble, Margaret A |
| description | The synthesis of the antimicrobial cyclic peptide xenematide was accomplished by Fmoc solid phase peptide synthesis and the key esterification reaction was achieved using a modified Yamaguchi esterification. Comparison of the optical rotation and NMR data of the synthesized diastereomers to that of the natural product confirmed the structure of xenematide to be PA-L-[Thr-L-Trp-D-Trp-β-Ala]. (PA = phenylacetyl). |
| doi_str_mv | 10.1039/c0ob00315h |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2011-01, Vol.9 (1), p.236-242 |
| issn | 1477-0520 1477-0539 |
| language | eng |
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| source | MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Anti-Bacterial Agents - chemical synthesis Anti-Bacterial Agents - chemistry Depsipeptides - chemical synthesis Depsipeptides - chemistry Molecular Structure Stereoisomerism |
| title | Synthesis and assignment of stereochemistry of the antibacterial cyclic peptide xenematide |
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