Nagarajan S, Ganem B, Pegg A E
Department of Chemistry, Baker Laboratory, Cornell University, Ithaca, NY 14853.
Biochem J. 1988 Sep 1;254(2):373-8. doi: 10.1042/bj2540373.
A number of synthetic polyamine derivatives that included five achiral gem-dimethylspermidines and two analogous tetramethylated spermines were tested for their abilities to serve as substrates for enzymes metabolizing polyamines and for their capacities to substitute for the natural polyamines in cell growth. It was found that none of the compounds were effective substrates for spermine synthase, and only one, namely 8,8-dimethylspermidine, was a substrate for spermidine/spermine N1-acetyltransferase. However, all of the spermidine derivatives and 1,1,12,12-tetramethylspermine were able to support the growth of SV-3T3 cells in which endogenous polyamine synthesis was prevented by the addition of alpha-difluoromethylornithine. These results suggest that either spermidine or spermine can support cell growth without the need for metabolic interconversion. In contrast with the result with 1,1,12,12-tetramethylspermine, 3,3,10,10-tetramethylspermine did not restore growth of polyamine-depleted SV-3T3 cells. Comparison of the properties of these derivatives may prove valuable in understanding the physiological role of polyamines.
测试了多种合成多胺衍生物，其中包括五种无手性偕二甲基亚精胺和两种类似的四甲基化精胺，以考察它们作为多胺代谢酶底物的能力以及在细胞生长中替代天然多胺的能力。结果发现，这些化合物均不是精胺合酶的有效底物，只有一种化合物，即8,8 - 二甲基亚精胺，是亚精胺/精胺N1 - 乙酰转移酶的底物。然而，所有的亚精胺衍生物和1,1,12,12 - 四甲基精胺都能够支持SV - 3T3细胞的生长，在这些细胞中，通过添加α - 二氟甲基鸟氨酸可阻止内源性多胺的合成。这些结果表明，亚精胺或精胺都可以支持细胞生长，而无需进行代谢互变。与1,1,12,12 - 四甲基精胺的结果相反，3,3,10,10 - 四甲基精胺不能恢复多胺缺乏的SV - 3T3细胞的生长。比较这些衍生物的性质可能对理解多胺的生理作用具有重要价值。
