Lowenson J D, Clarke S
Department of Chemistry and Biochemistry, University of California, Los Angeles 90024-1569.
J Biol Chem. 1992 Mar 25;267(9):5985-95.
We provide here the first direct evidence that D-aspartyl residues in peptides are substrates for the L-isoaspartyl/D-aspartyl protein carboxyl methyltransferase (EC 2.1.1.77). We do this by showing that D-aspartic acid beta-methyl ester can be isolated from carboxypeptidase Y digests of enzymatically methylated D-aspartyl-containing synthetic peptides. The specificity of this reaction is supported by the lack of methylation of L-aspartyl-containing peptides under similar conditions. Methylation of D-aspartyl residues in synthetic peptides was not observed previously because with Km values ranging from 2.5 to 4.8 mM, these peptides are recognized by the methyltransferase with 700-10,000-fold lower affinity than are their L-isoaspartyl-containing counterparts. The physiological significance of D-aspartyl methylation was investigated in two ways. First, analysis of in situ methylated human erythrocyte proteins showed that at least 22% of the methyl groups associated with the proteins ankyrin and band 4.1 are on D-aspartyl residues, suggesting that D-aspartyl methylation is an important function of the methyltransferase in vivo. Second, mathematical modeling of the protein aging and methylation reactions occurring in intact erythrocytes indicated that the accumulation of D-aspartyl residues can be reduced as much as 2-5-fold by the methyltransferase activity. Although this reduction is much less than that predicted for L-isoaspartyl residues, it may be significant in maintaining functional proteins throughout the 120-day life span of these cells.
我们在此提供了首个直接证据,表明肽中的D-天冬氨酰残基是L-异天冬氨酰/D-天冬氨酰蛋白羧基甲基转移酶(EC 2.1.1.77)的底物。我们通过以下方式证明这一点:从经酶促甲基化的含D-天冬氨酰的合成肽的羧肽酶Y消化物中,可以分离出D-天冬氨酸β-甲酯。在类似条件下,含L-天冬氨酰的肽未发生甲基化,这支持了该反应的特异性。此前未观察到合成肽中D-天冬氨酰残基的甲基化,因为这些肽的Km值在2.5至4.8 mM之间,甲基转移酶对它们的识别亲和力比对含L-异天冬氨酰的对应肽低700 - 10000倍。我们从两个方面研究了D-天冬氨酰甲基化的生理意义。首先,对原位甲基化的人红细胞蛋白的分析表明,与锚蛋白和带4.1相关的甲基中,至少22%位于D-天冬氨酰残基上,这表明D-天冬氨酰甲基化是甲基转移酶在体内的一项重要功能。其次,对完整红细胞中发生的蛋白质老化和甲基化反应的数学建模表明,甲基转移酶活性可使D-天冬氨酰残基的积累减少多达2 - 5倍。尽管这种减少远低于对L-异天冬氨酰残基的预测,但在维持这些细胞120天寿命期间的功能蛋白方面可能具有重要意义。