Investigation on Key Molecules of Huanglongbing (HLB)-Induced Orange Juice Off-flavor

J Agric Food Chem. 2018 Mar 14;66(10):2370-2377. doi: 10.1021/acs.jafc.7b00892. Epub 2017 Mar 27.

Abstract

Orange fruits from huanglongbing (HLB)-infected trees do not fully mature and show a severe off-flavor described as bitter-harsh, metallic, and less juicy and fruity. The investigation of juice from HLB-infected (HLBOJ) and healthy control oranges (COJ) by gas chromatography-mass spectrometry showed higher concentrations of fruity esters, such as ethyl butyrate and ethyl 2-methylbutyrate, and soapy-waxy alkanals, such as octanal and decanal, in the COJ, whereas the HLBOJ showed higher concentrations of green aldehydes such as hexanal and degradation compounds of limonene and linalool such as α-terpineol. Application of aroma extract dilution analysis on terpeneless peel oil led to the identification of long-chained aldehydes such as ( E, E)-2,4-decadienal, ( Z)-8-tetradecenal, trans-4,5-epoxy-( E)-2-decenal, ( Z)-4-decenal, and octanal with the highest flavor dilution factors among 25 odor-active volatiles in the peel oil of healthy oranges. Taste-guided fractionation and identification of the HLBOJ secondary metabolites followed by sensory validation revealed that flavanoids such as hesperidin may modulate the flavor to evoke the unacceptable harsh/metallic taste impression. Quantitation of the bitter components showed good correlation between the limonoid and flavanoid concentrations with the off-flavor and quality of the oranges obtained throughout the season.

Keywords: Citrus sinensis; LC Taste; citrus greening; flavanoids; gas chromatography−olfactometry; huanglongbing (HLB); limonin; off-flavor.

MeSH terms

  • Citrus sinensis / chemistry*
  • Citrus sinensis / metabolism
  • Citrus sinensis / microbiology
  • Flavoring Agents / chemistry*
  • Flavoring Agents / metabolism
  • Fruit / chemistry
  • Fruit / metabolism
  • Fruit / microbiology
  • Fruit and Vegetable Juices / analysis*
  • Humans
  • Limonins / chemistry
  • Limonins / metabolism
  • Mycoplasma / physiology*
  • Plant Diseases / microbiology*
  • Taste

Substances

  • Flavoring Agents
  • Limonins