Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ja075876l | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Stereochemistry of sagittamide A from residual dipolar coupling enhanced NMR.
J Am Chem Soc
December 2007
Department of NMR Based Structural Biology, Max Planck Institute for Biophysical Chemistry, Am Fassberg 11, 37077 Göttingen, Germany.
Progressive-convergent elucidation of stereochemistry in complex polyols. The absolute configuration of (-)-sagittamide A.
J Am Chem Soc
September 2006
Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093, USA.
The absolute stereostructure of sagittamide A (1), a O-hexacetyl long-chain hexahydroxy-alpha,omega-dicarboxylic acid, was assigned using a progressive-convergent approach that integrates three powerful regimens for stereochemical analysis of acyclic natural products: J-based analysis, 13C NMR universal database comparisons, and exciton coupling circular dichroism.
View Article and Find Full Text PDFStereochemistry of sagittamide A: prediction and confirmation.
Org Lett
August 2006
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
[structure: see text] The C5-C10 relative stereochemistry of sagittamide A was predicted, with the use of the 3JH,H profiles assembled from the spin-coupling constants reported in the literature. The predicted relative stereochemistry was then confirmed by a total synthesis of two relevant remote diastereomers. The absolute configuration of sagittamide A was established through a detailed 1H NMR analysis of the two remote diastereomers, followed by doping experiments of them with the authentic natural product.
View Article and Find Full Text PDFSagittamides A and B. Polyacetoxy long-chain acyl amino acids from a didemnid ascidian.
Org Lett
May 2005
Department of Chemistry, University of California, Davis, California 95616, USA.
[structure: see text]. An unidentified tunicate from Pohnpei, Micronesia, yielded sagittamides A and B-compounds comprising a long-chain C26 dicarboxylic acid that acylates terminal L-valine and L-ornithine groups. The structures, which contain an unprecedented internal O-hexacetyl-1,2,3,4,5,6-hexaol moiety, were determined by combined spectroscopic analysis including mass spectrometry and 1D and 2D NMR and chemical degradation.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!