Cited by 92Biochemical Analysis and Sensing TechniquesMicrobial Natural Products and BiosynthesisPolyamine Metabolism and Applications

2, 5-diketopiperazines in food and beverages: Taste and bioactivity

Borthwick, Alan D., Da Costa, Neil C.·2017·Critical Reviews in Food Science and Nutrition

Abstract

2,5-Diketopiperazines (2,5-DKPs) have been found to occur in a wide range of food and beverages, and display an array of chemesthetic effects (bitter, astringent, metallic, and umami) that can contribute to the taste of a variety of foods. These smallest cyclic peptides also occur as natural products and have been found to display a variety of bioactivities from antibacterial, antifungal, to anthroprotective effects and have the potential to be used in the development of new functional foods. An overview of the synthesis of these small chiral molecules and their molecular properties is presented. The occurrence, taste, and bioactivity of all simple naturally occurring 2,5-DKPs to date have been reviewed and those found in food from yeasts, fungi, and bacteria that have been used in food preparation or contamination, as well as metabolites of sweeteners and antibiotics added to food are also reviewed.

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Crossref · 10.1080/10408398.2014.911142

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Authors
Borthwick, A. D., & Da Costa, N. C.
Corresponding author
Borthwick, Alan D.
Venue
Critical Reviews in Food Science and Nutrition
Published
2015-01-28
Volume
57
Issue
4
Pages
718-742
ISSN
  • 1040-8398 (ISSN-L)
  • 1549-7852
OpenAlex
W2040998192
Cited by
92
References
159
Citations by year
2026: 8 · 2025: 9 · 2024: 12 · 2023: 7 · 2022: 15 · 2021: 9 · 2020: 7 · 2019: 10 · 2018: 7 · 2017: 6 · 2016: 1 · 2013: 1
FWCI
4.49
Type
journal article
Language
en
Open access
closed
Locations
  • Critical Reviews in Food Science and Nutrition (publishedVersion)
  • PubMed (publishedVersion)
Topics
  • Health Sciences › Nursing › Nutrition and Dietetics › Biochemical Analysis and Sensing Techniques
  • Health Sciences › Medicine › Pharmacology › Microbial Natural Products and Biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Polyamine Metabolism and Applications
Keywords
2,5-diketopiperazines, cyclic peptides, food flavor, taste perception, biological activity, antibacterial activity, antifungal activity, functional foods, asymmetric synthesis, natural products, yeast, fungi, bacteria, antibiotic metabolites, food contamination
MeSH terms
Animals, Beverages, Biological Products, Fermentation, Food Analysis, Humans, Piperazines

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