期刊
MITOCHONDRION
卷 8, 期 3, 页码 237-246出版社
ELSEVIER SCI LTD
DOI: 10.1016/j.mito.2008.04.003
关键词
10-N-alkyl acridine orange; cardiolipin; mitochondria; NAO analogues
资金
- NCI NIH HHS [P30 CA043703-17, R01 CA106491-04, R01 CA106491-01A1, P30 CA043703-18, R01 CA106491-02, R01 CA106491, P30 CA043703-16, P30 CA043703, P30 CA43703, R01 CA106491-03] Funding Source: Medline
10-N-Nonyl acridine orange (NAO) is used as a mitochondrial probe because of its high affinity for cardiolipin (CL). Targeting of NAO may also depend on mitochondrial membrane potential. As the nonyl group has been considered essential for targeting, a systematic study of alkyl chain length was undertaken; three analogues (10-methyl-, 10-hexyl-, and 10-hexadecyl-acridine orange) were synthesized and their properties studied in phospholipid monolayers and breast cancer cells. The shortest and longest alkyl chains reduced targeting, whereas the hexyl group was superior to the nonyl group, allowing very clear and specific targeting to mitochondria at concentrations of 20-100 nM, where no evidence of toxicity was apparent. Additional studies in wild-type and cardiolipin-deficient yeast cells suggested that cellular binding was not absolutely dependent upon cardiolipin. (c) 2008 Elsevier B.V. and Mitochondria Research Society. All rights reserved.
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