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酸性条件下不同含氮取代基对吩噁嗪PET效应的比较研究
Comparative Study of PET Effect on Phenoxazinium Attached with Different Nitrogen Substituted Group
【Author】 Xiu-Li Wang;Ru Sun;Jian-Feng Ge;College of Chemistry,Chemical Engineering and Material Science,Soochow University;
【机构】 苏州大学材料与化学化工学部；
【摘要】 pH对生理功能具有重要作用[1],利用pH探针进行溶酶体成像从而定量检测细胞内pH具有重要的应用价值,在已报导的OFF-ON型的pH探针中,具有溶酶体靶向性能与pH探针结构之间的关系仍不明确[2-3]。本文对oxazine 1和1a-b的光学性能和溶酶体靶向能力进行了比较研究,结果如下:（1）芳香族胺取代基对吩噁嗪的PET效应比脂肪族胺的强,致使1b的发射几乎能达到OFF-ON型,而脂肪胺取代的吩噁嗪1a的发射不能完全淬灭;（2）探针进入溶酶体的渗透过程可能是由细胞质和溶酶体的pH梯度驱动的,而oxazine1并没有pH响应基团,因而不能进入溶酶体;（3）具有OFF-ON型的溶酶体靶向pH探针在测试中具有较小的荧光背景干扰。
【Abstract】 pH probes based on phenoxazinium were designed and prepared by PET mechanism supported by(TD)DFT calculation.The emission of phenoxazinium couldn’t fully be quenched by the aliphatic amino group while it could be successfully transferred from the cytoplasm to lysosomes by the pH gradient between cytoplasm and lysosomes.The aromatic amino group was able to quench the emission of phenoxazinium,and nearly OFF-ON emissions towards pH were found.The results showed phenoxazinium with an aromatic amino group could also be successfully transported to lysosomes,and it gave NIR emission in the acidic lysosomes.
- 【会议录名称】 中国化学会第30届学术年会摘要集-第四分会：生物分析和生物传感
- 【会议名称】中国化学会第30届学术年会
- 【会议时间】2016-07-01
- 【会议地点】中国辽宁大连
- 【分类号】O657.3;Q2-33
- 【主办单位】中国化学会