| Understanding the fate of chlorogenic acids in coffee roasting using mass spectrometry based targeted and non-targeted analytical strategies. | |
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MedLine Citation:
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PMID: 22833076 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Coffee is one of mankind's most popular beverages obtained from green coffee beans by roasting. Much effort has been expended towards the chemical characterisation of the components of the roasted coffee bean, frequently termed melanoidines, which are dominated byproducts formed from its most relevant secondary metabolites - chlorogenic acids. However, impeded by a lack of suitable authentic reference standards and analytical techniques sufficiently powerful for providing insight into an extraordinarily complex enigmatic material, unsurprisingly little structural and mechanistic information about the products of coffee roasting is available. Here we report on the characterisation of low molecular weight melanoidine fractions of roasted coffee using a conceptually novel combination of targeted and non-targeted mass spectrometrical techniques. We provide an unprecedented account of the chemical composition of roasted coffee beans. Using a targeted analytical approach we show for the first time, by comparison to authentic reference standards obtained by chemical synthesis, that chlorogenic acids follow four distinct reaction pathways including epimerization, acyl migration, lactonisation and dehydration. The analytical strategy employed in a non-targeted approach uses high resolution mass spectrometry to identify the most abundant molecular formulas present in roasted coffee samples and model roasts followed by van Krevelen and homologous series analysis. We identified the molecular formulas formed from reactions of chlorogenic acids, carbohydrates and proteins, both between classes of compounds and within same classes of compounds. Furthermore, we identified two new classes of compounds formed from chlorogenic acids during roasting, chlorogenic acid acetates and O-phenolic quinoyl and shikimoyl esters of chlorogenic acids. |
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Authors:
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Rakesh Jaiswal; Marius F Matei; Agnieszka Golon; Matthias Witt; Nikolai Kuhnert |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2012-7-26 |
Journal Detail:
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Title: Food & function Volume: - ISSN: 2042-650X ISO Abbreviation: - Publication Date: 2012 Jul |
Date Detail:
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Created Date: 2012-7-26 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101549033 Medline TA: Food Funct Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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School of Engineering and Science, Centre for Molecular Life Sciences, Jacobs University Bremen, Campusring 8, 28759 Bremen, Germany. n.kuhnertx@jacobs-university.de. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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