摘要: A mixture of keto acids (other then β) in an amount about 100 p.p.m. has been isolated from steam-deodorized butterfat by means Girard-T-reagent. The methylated were fractionated and after saponification, the lower boiling fraction was reduced with sodium tetrahydridoborate. After heating hydroxy obtained, a small (about 2.5. p.p.m.) γ- δ-lactones could be isolated. G.L.C.-analysis demonstrated that main components δ-octa, δ-deca, δ-dodecalactones minor γ-deca, γ-undeca γ-dodecalactones, thus proving presence corresponding butterfat.
sci-hub.se 参考文章(11)
G. TUYNENBURG MUYS, B. VAN DER VEN, A. P. DE JONGE, Synthesis of Optically Active γ- and δ-Lactones by Microbiological Reduction Nature. ,vol. 194, pp. 995- 996 ,(1962) , 10.1038/194995B0
G. Tuynenburg Muys, B. Van Der Ven, A. P. De Jonge, Preparation of Optically Active γ- and δ-Lactones by Microbiological Reduction of the Corresponding Keto Acids Applied and Environmental Microbiology. ,vol. 11, pp. 389- 393 ,(1963) , 10.1128/AEM.11.5.389-393.1963
P.G. Keeney, Stuart Patton, The Coconut-Like Flavor Defect of Milk Fat. I. Isolation of the Flavor Compound from Butter Oil and its Identification as δ-Decalactone Journal of Dairy Science. ,vol. 39, pp. 1104- 1113 ,(1956) , 10.3168/JDS.S0022-0302(56)94825-1
L.R. Mattick, Stuart Patton, P.G. Keeney, The Coconut-like Flavor Defect from Milk Fat. III. Observations on the Origin of δ-Decalactone in Fat-Containing Dairy Products, Journal of Dairy Science. ,vol. 42, pp. 791- 798 ,(1959) , 10.3168/JDS.S0022-0302(59)90655-1
Mark Keeney, Ira Katz, Daniel P. Schwartz, Occurrence of ketostearic acid in cow's milk fat: suggested intermediates in unsaturated fatty acid biosynthesis Biochimica et Biophysica Acta. ,vol. 62, pp. 615- 616 ,(1962) , 10.1016/0006-3002(62)90257-3
A. FRANCKE, Enzymatic reduction of delta-keto acids to the corresponding optically active hydroxy acids. Nature. ,vol. 197, pp. 384- 385 ,(1963) , 10.1038/197384A0
J. BOLDINGH, R. J. TAYLOR, Trace constituents of butterfat. Nature. ,vol. 194, pp. 909- 913 ,(1962) , 10.1038/194909A0
B. van der Ven, P. Haverkamp Begemann, J.C.M. Schogt, PRECURSORS OF METHYL KETONES IN BUTTER. Journal of Lipid Research. ,vol. 4, pp. 91- 95 ,(1963) , 10.1016/S0022-2275(20)40372-4
Saul W. Chaikin, Weldon G. Brown, Reduction of Aldehydes, Ketones and Acid Chlorides by Sodium Borohydride Journal of the American Chemical Society. ,vol. 71, pp. 122- 125 ,(1949) , 10.1021/JA01169A033
C Teitelbaum, Notes - Isolation of Carbonyl Compounds under Neutral Conditions Using the Girard Reagent Journal of Organic Chemistry. ,vol. 23, pp. 646- 647 ,(1958) , 10.1021/JO01098A631