English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/122597
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE
Exportar a otros formatos:


Development of an accurate and high-throughput methodology for structural comprehension of chlorophylls derivatives. (II) Dephytylated derivatives

AuthorsChen, Kewei; Ríos, José Julián; Roca, María ; Pérez Gálvez, Antonio
Issue Date2015
CitationJournal of chromatography. A 1412: 90- 99 (2015)
Abstract© 2015 Elsevier B.V. Dephytylated chlorophylls (chlorophyllides and pheophorbides) are the starting point of the chlorophyll catabolism in green tissues, components of the chlorophyll pattern in storage/processed food vegetables, as well as the favoured structural arrangement for chlorophyll absorption. In addition, dephytylated native chlorophylls are prone to several modifications of their structure yielding pyro-, 13<sup>2</sup>-hydroxy- and 15<sup>1</sup>-hydroxy-lactone derivatives. Despite of these outstanding remarks only few of them have been analysed by MS<sup>n</sup>. Besides new protocols for obtaining standards, we have developed a new high throughput methodology able to determine the fragmentation pathway of 16 dephytylated chlorophyll derivatives, elucidating the structures of the new product ions and new mechanisms of fragmentation. The new methodology combines, by first time, high resolution time-of-flight mass spectrometry and powerful post-processing software. Native chlorophyllides and pheophorbides mainly exhibit product ions that involve the fragmentation of D ring, as well as additional exclusive product ions. The introduction of an oxygenated function at E ring enhances the progress of fragmentation reactions through the β-keto ester group, developing also exclusive product ions for 13<sup>2</sup>-hydroxy derivatives and for 15<sup>1</sup>-hydroxy-lactone ones. Consequently, while MS<sup>2</sup>-based reactions of phytylated chlorophyll derivatives point to fragmentations at the phytyl and propionic chains, dephytylated chlorophyll derivatives behave different as the absence of phytyl makes β-keto ester group and E ring more prone to fragmentation. Proposals of the key reaction mechanisms underlying the origin of new product ions have been made.
Identifiersdoi: 10.1016/j.chroma.2015.08.007
issn: 1873-3778
Appears in Collections:(IG) Artículos
Files in This Item:
File Description SizeFormat 
Postprint_2015_JCromat_A_V1412_P90.pdf736,68 kBAdobe PDFThumbnail
Show full item record
Review this work

Related articles:

WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.