Lin Y Y, Wright C E, Zagorski M, Nakanishi K
New York State Institute for Basic Research in Developmental Disabilities, Staten Island 10314.
Biochim Biophys Acta. 1988 May 13;969(3):242-8. doi: 10.1016/0167-4889(88)90058-4.
13C-NMR with 13C-enriched taurine [( 13C]taurine) has been utilized to study the formation and reactions of N-chlorotaurine in solution and in human cells. Taurine reacts instantaneously with HOCl at pH 7.0 to form N-chlorotaurine, which is stable in solution by itself. In the presence of alpha-amino acids, a chlorine transfer reaction taken place to produce N-chloroamino acids, which quickly convert to the corresponding aldehydes. [13C]Taurine was incubated with human neutrophils and with cultured human lymphoblastoid cells and 13C-NMR spectra of the whole cell mixtures were acquired in order to examine the formation of N-chlorotaurine from reaction between taurine and the endogenous HOCl produced by myeloperoxidase-catalyzed reactions (Zgliczynski, J.M., et al. (1968) Eur. J. Biochem. 4, 540; Weiss, S.J., et al. (1982) J. Clin. Invest. 70, 598). The presence of N-chlorotaurine in the cells was not detected on the 13C-NMR spectra. On the other hand, N-chloro[13C]taurine incubated with the cells was found to be converted to taurine, which must have been produced by a chlorine transfer reaction of the N-chlorotaurine to other cellular components such as amino acids, peptides or proteins. A 13C-NMR study of taurine uptake in human lymphoblastoid cells indicated that taurine is incorporated into a freely mobile intracellular pool. These results suggest that the presence of abundant taurine in a freely mobile intracellular pool may serve as a buffer in preventing oxidative damage to the cells from attacks by HOCl or other oxidants.
用富含13C的牛磺酸（[13C]牛磺酸）进行的13C核磁共振已被用于研究N - 氯代牛磺酸在溶液和人体细胞中的形成及反应。在pH 7.0时，牛磺酸与次氯酸（HOCl）瞬间反应生成N - 氯代牛磺酸，其本身在溶液中是稳定的。在α - 氨基酸存在下，会发生氯转移反应生成N - 氯代氨基酸，后者会迅速转化为相应的醛。将[13C]牛磺酸与人中性粒细胞及培养的人淋巴母细胞一起孵育，并获取全细胞混合物的13C核磁共振谱，以检测牛磺酸与髓过氧化物酶催化反应产生的内源性HOCl之间反应生成N - 氯代牛磺酸的情况（兹格利琴斯基，J.M.等人（1968年），《欧洲生物化学杂志》4，540；韦斯，S.J.等人（1982年），《临床研究杂志》70，598）。在13C核磁共振谱上未检测到细胞中存在N - 氯代牛磺酸。另一方面，发现与细胞一起孵育的N - 氯代[13C]牛磺酸转化为了牛磺酸，这必定是由N - 氯代牛磺酸与其他细胞成分如氨基酸、肽或蛋白质发生氯转移反应产生的。一项关于牛磺酸在人淋巴母细胞中摄取的13C核磁共振研究表明，牛磺酸被纳入一个可自由移动的细胞内池。这些结果表明，在可自由移动的细胞内池中存在丰富的牛磺酸可能起到缓冲作用，防止细胞受到HOCl或其他氧化剂攻击而发生氧化损伤。
