Solid-phase synthesis of callipeltin D. Stereochemical confirmation of the unnatural amino acid AGDHE |
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Authors: | Cranfill David C Morales-Ramos Angel I Lipton Mark A |
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Institution: | Department of Chemistry and Cancer Center, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA. |
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Abstract: | structure: see text] The lipopeptide callipeltin D (1) was synthesized using an Fmoc-based solid-phase strategy in seven steps and 35% overall yield. The 1H NMR of synthetic 1 correlated closely with that of the natural product, confirming the configurational assignment of the novel amino acid constituent (2R,3R,4S)-4-amino-7-guanidino-2,3-dihydroxyheptanoic acid. |
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