Firestone R A, Pisano J M, Bailey P J, Sturm A, Bonney R J, Wightman P, Devlin R, Lin C S, Keller D L, Tway P C
J Med Chem. 1982 May;25(5):539-44. doi: 10.1021/jm00347a012.
Bioactive primary and secondary amines, when acylated with the Z-Gly-Phe group, are transported into pinocytic cells, such as macrophages, P-815 mastocytoma, SV-40 3T3, and leukemia 1210, much faster than the parent compounds. Amines such as lysosomotropic detergents [R. A. Firestone, J. M. Pisano, and R. J. Bonney, J. Med. Chem., 22, 1130 (1979) and nitrogen mustard, which are deactivated by acylation, are unmasked by enzymic action intracellularly, probably in lysosomes because an acidic pH maximum in activity exists which acts only on the L isomer. The added polarity and molecular weight brought about by acylation prevents the amines' normally facile entry into cells by simple diffusion, restricting it to an active-transport mechanism.
生物活性伯胺和仲胺在用Z-Gly-Phe基团酰化后，被转运到吞噬细胞中，如巨噬细胞、P-815肥大细胞瘤、SV-40 3T3和白血病1210，其转运速度比母体化合物快得多。诸如溶酶体促透性去污剂[R. A. Firestone, J. M. Pisano, and R. J. Bonney, J. Med. Chem., 22, 1130 (1979)]和氮芥之类的胺，它们会因酰化而失活，但在细胞内通过酶促作用被暴露出来，可能是在溶酶体中，因为存在一个活性最高的酸性pH值，它只作用于L异构体。酰化带来的额外极性和分子量阻止了胺类通常通过简单扩散轻易进入细胞，将其限制在主动转运机制中。
