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J Agric Food Chem


Title:Volatile organic sulfur-containing constituents in Poncirus trifoliata (L.) Raf. (Rutaceae)
Author(s):Starkenmann C; Niclass Y; Escher S;
Address:"Firmenich SA, Corporate R&D Division, CH-1211 Geneva 8, Switzerland. christian.starkenmann@firmenich.com"
Journal Title:J Agric Food Chem
Year:2007
Volume:20070508
Issue:11
Page Number:4511 - 4517
DOI: 10.1021/jf063453h
ISSN/ISBN:0021-8561 (Print) 0021-8561 (Linking)
Abstract:"During our screening of plant materials to find new natural fragrance and flavor ingredients, we discovered two series of 3-sulfanylalkyl alkanoates in a peel extract of fruits of wild-growing Poncirus trifoliata (L.) Raf. (Rutaceae), a species closely related to Citrus. The two series belong to alkanoates of 3-methyl-3-sulfanylbutan-1-ol and 3-sulfanylhexan-1-ol, respectively, and thus are members of a family of natural molecules having in common a 1,3-positioned O,S moiety. The alkanoate residues comprise all even-numbered saturated fatty acids from C2 (acetate) to C18 (octadecanoate). Among the 20 sulfur-containing compounds identified, 14 are described for the first time as naturally occurring in a botanical species. Several cysteine-S-conjugates were synthesized as hypothetical precursors of the new volatile sulfur-containing constituents, where after S-(3-hydroxy-1,1-dimethylpropyl)-L-cysteine, S-[3-(acetyloxy)-1,1-dimethylpropyl]-L-cysteine, and S-[1-(2-hydroxyethyl)butyl]-L-cysteine were identified in the fruit peel. No cysteine-S-conjugates were detected in the fruit juice"
Keywords:"Mass Spectrometry Nuclear Magnetic Resonance, Biomolecular Plant Extracts/*chemistry Poncirus/*chemistry Sulfur Compounds/chemistry/*isolation & purification;"
Notes:"MedlineStarkenmann, Christian Niclass, Yvan Escher, Sina eng 2007/05/10 J Agric Food Chem. 2007 May 30; 55(11):4511-7. doi: 10.1021/jf063453h. Epub 2007 May 8"

 
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