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Isomers are molecules with the same molecular formula but different structural arrangements. Isomers can be further classified into constitutional isomers and stereoisomers. Constitutional isomers differ in the connectivity of their constituent atoms. For example, 2-butanol and diethyl ether are constitutional isomers, as they have the same chemical formula, C4H10O, but differ in the connectivity of the carbon and oxygen atoms. Constitutional isomers have different physical and chemical...
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Isomerism in Complexes
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Stereoisomerism02:52

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Related Experiment Video

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One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates
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Itaconate Isomers in Bread.

Mona Gruenwald1,2, Fangfang Chen2,3, Heike Bähre4

  • 1M.Sc. Program in Food Research and Development, Leibniz University Hannover, 30167 Hannover, Germany.

Antioxidants (Basel, Switzerland)
|July 27, 2022
PubMed
Summary
This summary is machine-generated.

Itaconate isomers, known for health benefits, were found in baked bread. Baking converts precursors into these compounds, making bread a regular dietary source of these beneficial compounds.

Keywords:
antioxidantsbakingcitraconic aciddicarboxylic acidsdietfooditaconic acidmesaconic acidnutrientsnutrition

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Area of Science:

  • Food Chemistry
  • Nutritional Science
  • Biochemistry

Background:

  • Naturally occurring itaconate, mesaconate, and citraconate isomers possess known health benefits.
  • Their presence in commonly consumed human foods, particularly those undergoing heat treatment, remains largely uninvestigated.

Purpose of the Study:

  • To determine if itaconate, mesaconate, and citraconate isomers are present in bread, a widely consumed baked good.
  • To investigate the potential heat-induced conversion of precursors into these isomers during baking.

Main Methods:

  • High-performance liquid chromatography−tandem mass spectrometry (HPLC-MS/MS) was employed for precise quantification.
  • Analysis included unbaked sourdough and dough, as well as baked bread crumb and crust.
  • Concentrations of isomers and their precursors (citrate, cis-aconitate) were measured.

Main Results:

  • All three itaconate isomers were detected at low levels (<20 pmol/mg dry weight) in all bread samples (sourdough, dough, crumb, crust).
  • Itaconate and citraconate concentrations were significantly higher in the crust compared to the crumb of wheat and rye bread.
  • A modest increase in mesaconate was observed in the crust of rye bread, with decreased cis-aconitate in the crust, suggesting thermal conversion.

Conclusions:

  • Baked goods, specifically bread, serve as a regular dietary source of low concentrations of itaconate isomers.
  • Estimated daily intake of itaconate isomers from baked goods in Germany is approximately 7–20 µg.
  • Further research is recommended to assess isomer concentrations in other heat-processed foods to understand dietary impact on human health.