Decalactones

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The decalactones , also called decanolactones , are the group of substances that make up the lactones , i.e. H. the cyclic intramolecular ester , which comprises hydroxydecanoic acids. These are derived from decanoic acid (capric acid C 10 H 20 O 2 ). The most important decalactones, γ-decalactone and δ-decalactone , occur as natural flavorings in fruits and dairy products. They have the molecular formula C 10 H 18 O 2 .

Important decalactones

Structural formula of ( R ) - and ( S ) -γ-decalactone
  • γ-decalactone (decano-4-lactone, 4-hydroxydecanoic acid lactone) is a key flavoring substance, especially in apricots , but also in peaches . It is therefore also called peach lactone and accordingly has a pleasant, fruity, peach-like smell.
  • δ-decalactone (decano-5-lactone, 5-hydroxydecanoic acid lactone) is an important flavoring substance in butter , which has a coconut-like, fatty, nutty-fruity taste in a concentration of 2 ppm .
  • ε-decalactone (decano-6-lactone, 6-hydroxydecanoic acid lactone) has not yet been proven as a natural flavor, but can also be used as a flavoring substance. The smell is buttery and similar to that of the tonka bean . It can also serve as a monomer or comonomer in the formation of polylactides , compare the polymerization in the formation of polyesters .

Individual evidence

  1. ↑ Entry on decanolactones. In: Römpp Online . Georg Thieme Verlag, accessed on August 25, 2016.
  2. ↑ a b c d George A. Burdock: Fenaroli's Handbook of Flavor Ingredients . 6th edition. CRC Press, Taylor & Francis, Boca Raton 2010, ISBN 978-1-4200-9077-2 , pp. 379–381 (English, limited preview in Google Book Search [accessed August 25, 2016]).
  3. ↑ epsilon-DECALACTONE. In: Evaluations of the Joint FAO / WHO Expert Committee on Food Additives. JECFA of the World Health Organization WHO, 2010, accessed August 25, 2016 .
  4. ↑ Peter Olsén, Tina Borke, Karin Odelius, Ann-Christine Albertsson: ε-Decalactone: A Thermoresilient and Toughening Comonomer to Poly (L-lactide) . In: Biomacromolecules . tape 14 , no. 8 , July 11, 2013, p. 2883–2890 , doi : 10.1021 / bm400733e ( acs.org [accessed August 25, 2016]).