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Chirospecific capillary gaschromatography (HRGC) and on-line HRGC-isotope ratio mass spectrometry of γ-decalactone from various sources

Chirospezifische Capillargaschromatographie (HRGC) und on-line HRGC-Isotopenverhältnis-Massenspektrometrie von γ-Decalacton unterschiedlicher Herkunft

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Zusammenfassung

Die mittels multidimensionaler Capillargaschromatographie (SE 54/Lipodex B) durchgeführte chirospezifische Analyse ergab fürγ-Decalacton mikrobiologischen und pflanzlichen (Ananas, Aprikose, Erdbeere, Guava, Heidelbeere, Mango, gelbe und rote Passionsfrucht, Pfirsich, Pflaume) Ursprungs ee-Werte zwischen 31,6% (R) und 100% (R). Die mit der on-line Capillargaschromatographie — Isotopenverhältnis — Massenspektrometrie (HRGC-IRMS) bestimmtenδ(13C)-Werte (PDB) lagen bei Syntheseprodukten bei −24,4‰, −26,0‰ und −26,9‰ (jeweils±0,5‰), für zwei Handelsproben mikrobiologischen Ursprungs bei −30,3‰ und −31,2‰ (jeweils±0,5‰) sowie fürγ-Decalacton aus Erdbeeren und Pfirsichen unterschiedlicher Varietäten und Herkünfte zwischen −28,2‰ bis −30,5‰ (Mittelwert: −29,2‰) und −38,5‰ bis −40,9‰ (Mittelwert: −39,7‰).

Summary

Chirality evalution ofγ-decalactone carried out by multidimensional capillary gas chromatography (SE 54/Lipodex B) revealed enantiomeric excess values from 31.6% (R) to 100% (R) for the substance originating from natural sources, including microorganisms and fruits, such as apricot, blueberry, guava, mango, yellow and red passion fruit, pineapple, peach, plum and strawberry. Theδ(13C) values (PDB) determined by on-line capillary gas chromatography-isotope ratio mass spectrometry (HRGC-IRMS) were found to be −24.4‰, −26.0‰ and −26.9‰ (each±0.5‰) for synthetic products, −30.3‰ and −31.2‰(each±0.5‰) for two commercial samples of microbial origin as well as from −28.2‰ to −30.5‰ (mean value: −29.2‰) and from −38.5‰ to −40.9‰ (mean value: −39.7‰) forγ-decalactone from strawberry and peach from various cultivars and origins.

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Bernreuther, A., Koziet, J., Brunerie, P. et al. Chirospecific capillary gaschromatography (HRGC) and on-line HRGC-isotope ratio mass spectrometry of γ-decalactone from various sources. Z Lebensm Unters Forch 191, 299–301 (1990). https://doi.org/10.1007/BF01202430

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