Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide
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 c...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2015-04-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | http://www.mdpi.com/1420-3049/20/4/6211 |
| _version_ | 1828488295032553472 |
|---|---|
| author | Michael Plöger Jandirk Sendker Klaus Langer Thomas J. Schmidt |
| author_facet | Michael Plöger Jandirk Sendker Klaus Langer Thomas J. Schmidt |
| author_sort | Michael Plöger |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-11T10:07:20Z |
| format | Article |
| id | doaj.art-074e76b4319f4db7b55bb68931a3e45f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-11T10:07:20Z |
| publishDate | 2015-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-074e76b4319f4db7b55bb68931a3e45f2022-12-22T01:11:54ZengMDPI AGMolecules1420-30492015-04-012046211622310.3390/molecules20046211molecules20046211Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone ParthenolideMichael Plöger0Jandirk Sendker1Klaus Langer2Thomas J. Schmidt3Institute of Pharmaceutical Technology and Biopharmacy, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, GermanyInstitute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, GermanyInstitute of Pharmaceutical Technology and Biopharmacy, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, GermanyInstitute of Pharmaceutical Biology and Phytochemistry, University of Münster, PharmaCampus, Corrensstr. 48, D-48149 Münster, GermanyThe 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.http://www.mdpi.com/1420-3049/20/4/6211sesquiterpene lactoneparthenolidehuman serum albumintryptic digestUHPLC/+ESI-QqTOF MS |
| spellingShingle | Michael Plöger Jandirk Sendker Klaus Langer Thomas J. Schmidt Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide Molecules sesquiterpene lactone parthenolide human serum albumin tryptic digest UHPLC/+ESI-QqTOF MS |
| title | Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide |
| title_full | Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide |
| title_fullStr | Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide |
| title_full_unstemmed | Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide |
| title_short | Covalent Modification of Human Serum Albumin by the Natural Sesquiterpene Lactone Parthenolide |
| title_sort | covalent modification of human serum albumin by the natural sesquiterpene lactone parthenolide |
| topic | sesquiterpene lactone parthenolide human serum albumin tryptic digest UHPLC/+ESI-QqTOF MS |
| url | http://www.mdpi.com/1420-3049/20/4/6211 |
| work_keys_str_mv | AT michaelploger covalentmodificationofhumanserumalbuminbythenaturalsesquiterpenelactoneparthenolide AT jandirksendker covalentmodificationofhumanserumalbuminbythenaturalsesquiterpenelactoneparthenolide AT klauslanger covalentmodificationofhumanserumalbuminbythenaturalsesquiterpenelactoneparthenolide AT thomasjschmidt covalentmodificationofhumanserumalbuminbythenaturalsesquiterpenelactoneparthenolide |