TY - JOUR T1 - Biosynthesis of Certain Gamma-Substituted-Gamma-Butyrolactones Present in Film Sherries JF - American Journal of Enology and Viticulture JO - Am J Enol Vitic. SP - 163 LP - 167 DO - 10.5344/ajev.1981.32.2.163 VL - 32 IS - 2 AU - Gian L. Fagan AU - R. E. Kepner AU - A. D. Webb Y1 - 1981/01/01 UR - http://www.ajevonline.org/content/32/2/163.abstract N2 - Ethyl 4-oxobutyrate-2-14C added to a simulated sherry under an actively growing film of S. fermentati yielded radioactive gamma-butyrolactone, diethyl succinate, ethyl 4-oxobutyrate diethyl acetal, an unidentified ester, and 4-hydroxy-5-ketohexanoic acid gamma-lactone, thus confirming the pathways proposed earlier for their formation. When unlabeled ethyl 4-oxobutyrate was used in similar experiments, the same compounds and 4,5-dihydroxyhexanoic acid gamma-lactone had their concentrations enhanced. 4-Hydroxy-5-ketohexanoic acid gamma-lactone isolated from the latter experiment was optically active (+) and showed a specific rotation vs. wavelength "plain curve." ER -