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Molecules 2015, 20(4), 6211-6223; doi:10.3390/molecules20046211

Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide

1
Institute of Pharmaceutical Technology and Biopharmacy, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, Germany
2
Institute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, Germany
*
Author to whom correspondence should be addressed.
Academic Editor: Isabel C. F. R. Ferreira
Received: 26 February 2015 / Revised: 30 March 2015 / Accepted: 31 March 2015 / Published: 9 April 2015
(This article belongs to the Collection Bioactive Compounds)
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Abstract

The reactivity of parthenolide (PRT), a natural sesquiterpene lactone from Tanacetum parthenium (Asteraceae), with human serum albumin (HSA) was studied by UHPLC/+ESI-QqTOF MS analysis after tryptic digestion of albumin samples after incubation with this compound. It was found that the single free cysteine residue, C34, of HSA (0.6 mM) reacted readily with PRT when incubated at approximately 13-fold excess of PRT (8 mM). Time-course studies with PRT and its 11β,13-dihydro derivative at equimolar ratios of the reactants revealed that PRT under the chosen conditions reacts preferably with C34 and does so exclusively via its α-methylene-γ-lactone moiety, while the epoxide structure is not involved in the reaction. View Full-Text
Keywords: sesquiterpene lactone; parthenolide; human serum albumin; tryptic digest; UHPLC/+ESI-QqTOF MS sesquiterpene lactone; parthenolide; human serum albumin; tryptic digest; UHPLC/+ESI-QqTOF MS
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Plöger, M.; Sendker, J.; Langer, K.; Schmidt, T.J. Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide. Molecules 2015, 20, 6211-6223.

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