An integrated NMR-quantum mechanical (QM) approach, relying on the comparison between calculated and experimental J-values, was applied to the analysis of the relative configuration of four amino acid units (known as AGDHE, D-aThr1, D-aThr2 and beta-OMeTyr) contained in callipeltin A, a cyclopeptide endowed with a powerful inhibitory activity on the cardiac sodium/calcium exchanger and also showing interesting antiviral and antifungal properties. In this paper we report the first example of the application of this method to a real case, which allowed the assignment of the relative configuration of the P-OMeTyr residue and the revision of the configuration of the Thr2 unit in callipeltin A.

Quantum mechanical calculation of coupling constants in the configurational analysis of flexible systems: determination of the configuration of Callipeltin A / C., Bassarello; Zampella, Angela; M. C., Monti; L., Gomez Paloma; D'Auria, MARIA VALERIA; R., Riccio; G., Bifulco. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 3(2006), pp. 604-609. [10.1002/ejoc.200500740]

Quantum mechanical calculation of coupling constants in the configurational analysis of flexible systems: determination of the configuration of Callipeltin A

ZAMPELLA, ANGELA;M. C. Monti;D'AURIA, MARIA VALERIA;
2006

Abstract

An integrated NMR-quantum mechanical (QM) approach, relying on the comparison between calculated and experimental J-values, was applied to the analysis of the relative configuration of four amino acid units (known as AGDHE, D-aThr1, D-aThr2 and beta-OMeTyr) contained in callipeltin A, a cyclopeptide endowed with a powerful inhibitory activity on the cardiac sodium/calcium exchanger and also showing interesting antiviral and antifungal properties. In this paper we report the first example of the application of this method to a real case, which allowed the assignment of the relative configuration of the P-OMeTyr residue and the revision of the configuration of the Thr2 unit in callipeltin A.
2006
Quantum mechanical calculation of coupling constants in the configurational analysis of flexible systems: determination of the configuration of Callipeltin A / C., Bassarello; Zampella, Angela; M. C., Monti; L., Gomez Paloma; D'Auria, MARIA VALERIA; R., Riccio; G., Bifulco. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 3(2006), pp. 604-609. [10.1002/ejoc.200500740]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/103690
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