Abstract
[reaction: see text] The novel amino acid residue (2R,3R,4S)-4-amido-7-guanidino-2,3-dihydroxyheptanoic acid (AGDHE, 3), a constituent of the cyclic depsipeptides callipeltins A and D, and its (2S,3S,4S) diastereomer were synthesized from a protected L-ornithine derivative in 13 steps (15% overall yield), and its configurational assignment was reexamined by (1)H NMR.
MeSH terms
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Amino Acids / chemical synthesis*
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Amino Acids / chemistry
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Animals
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Depsipeptides*
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Guanidines / chemistry*
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Heptanoic Acids / chemistry*
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Peptides, Cyclic / chemistry*
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Porifera / chemistry
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Stereoisomerism
Substances
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4-amido-7-guanidino-2,3-dihydroxyheptanoic acid
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Amino Acids
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Depsipeptides
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Guanidines
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Heptanoic Acids
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Peptides, Cyclic
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callipeltin A
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callipeltin D