Dymicky M, Bencivengo M, Buchanan R L, Smith J L
Appl Environ Microbiol. 1987 Jan;53(1):110-3. doi: 10.1128/aem.53.1.110-113.1987.
A series of n-monoalkyl maleates and n-mono-, di-, and methyl n-alkyl fumarates were prepared, 18 esters of each, with R = CH3 to C18H37. Their activity against Clostridium botulinum was determined in culture medium. The n-monoalkyl maleates and fumarates possessed significant activity, particularly those esterified with higher C13 to C18 alcohols. Somewhat lower activity was exhibited by methyl n-alkyl fumarates, while symmetrical esters, di-n-alkyl fumarates, were almost inactive. An attempt was made to correlate the activity of n-monoalkyl maleates and fumarates with chain length, solubility in water, apparent dissociation constant (pKa'), and infrared and UV absorption frequencies. The active esters may have potential as preservatives in foods.
制备了一系列马来酸单烷基酯和富马酸单烷基酯、二烷基酯以及甲基富马酸单烷基酯，每种有18种酯，其中R = CH₃至C₁₈H₃₇。在培养基中测定了它们对肉毒梭菌的活性。马来酸单烷基酯和富马酸单烷基酯具有显著活性，尤其是那些用C₁₃至C₁₈高级醇酯化的酯。甲基富马酸单烷基酯的活性稍低，而对称酯富马酸二烷基酯几乎没有活性。尝试将马来酸单烷基酯和富马酸单烷基酯的活性与链长、在水中的溶解度、表观解离常数（pKa'）以及红外和紫外吸收频率相关联。这些活性酯可能有潜力用作食品防腐剂。
