Characteristic Chiral Sulfur Compounds Aroma-Active in Cempedak (Artocarpus integer (Thunb.) Merr.) Fruits

Martin Steinhaus*, Johanna E. Grimm

*Corresponding author for this work

Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

3 Scopus citations

Abstract

A comparative gas chromatography-olfactometry (GC-O) analysis of the volatiles isolated from tree-ripened fruits of cempedak (Artocarpus integer (Thunb.) Merr.) and jackfruit (Artocarpus heterophyllus Lam.) afforded 33 aroma-active compounds. Two of them were detected in the cempedak fruit sample, but not in the jackfruit sample and exhibited an odor corresponding to the characteristic sulfury, smear cheese-like note distinguishing cempedak fruit aroma from jackfruit aroma. These compounds were identified as 2-(methylthio)-butane and 2-(methylthio)pentane. Both compounds have rarely been reported from nature and were as yet unknown in any fruit. Enantio-GC analysis revealed an (R)/(S) ratio of 33/67 for 2-(methylthio)butane and 41/59 for 2-(methylthio)pentane in cempedak fruit. The odor qualities of the enantiomers were virtually identical, but slight differences were found in the odor threshold values.

Original languageEnglish
Title of host publicationImportance of Chirality to Flavor Compounds
EditorsGary Takeoka, Karl-Heinz Engel
PublisherAmerican Chemical Society
Pages123-133
Number of pages11
ISBN (Electronic)9780841231146
DOIs
StatePublished - 2015

Publication series

NameACS Symposium Series
Volume1212
ISSN (Print)0097-6156
ISSN (Electronic)1947-5918

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