文献类型：期刊文献

英文题名：Modulating the pKa Values of Hill-Type pH Probes for Biorelevant Acidic pH Range

作者：Xiao, Yansheng[1];Hu, Fang[1];Luo, Xiao[4];Zhao, Mingming[2];Sun, Zhenglong[3];Qian, Xuhong[1];Yang, Youjun[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[2]Chinese Acad Med Sci, Inst Geriatr Med, Natl Ctr Gerontol, Beijing Hosp, Beijing 100730, Peoples R China;[3]Chinese Acad Sci, Suzhou Inst Biomed Engn & Technol SIBET, Suzhou 215163, Peoples R China;[4]East China Normal Univ, Sch Chem & Mol Engn, Shanghai 200241, Peoples R China

年份：2021

卷号：4

期号：3

起止页码：2097

外文期刊名：ACS APPLIED BIO MATERIALS

收录：EI(收录号：20205209675722);WOS:【ESCI(收录号:WOS:000630168200014)】；

基金：This work was supported by the National Natural Science Foundation of China (21822805, 22078098, 21908065, and 31400799), China Postdoctoral Science Foundation (2019M651427, 2020T130197), the Commission of Science and Technology of Shanghai Municipality (18430711000). Self-Topic fund of Suzhou Institute of Biomedical Engineering and Technology, Chinese Academy of Sciences (Y852123205), Interdisciplinary funds for Medicine and Engineering supported by Suzhou Institute of Biomedical Engineering and Technology, Chinese Academy of Sciences and People's Hospital of Suzhou New District (Y9550201).

语种：英文

外文关键词：fluorescent pH probes; Hill-type; pK(a) modulating; acidic pH range; cell imaging

摘要：The pH-responsive profile of the traditional pH probes (the HH-type pH probes) is governed by the Henderson-Hasselbalch equation. Despite their widespread use, pH probes with further enhanced pH sensitivity, i.e., Hill-type pH probes, are sought after. As a result of positive cooperativity toward protonation, they exhibit a smaller acid-base transition width than that of a HH-type pH probe, which is 2 pH unit. As a result, the Hill-type pH probes have an improved capability to differentiate minor biorelevant pH changes. We previously devised a class of small-molecule Hill-type pH probes (PHX) with pK(a) in the range of 6.2-6.8. Subcellular organelles with a physiological pH lower than 6.2 are abundant and consequently Hill-type probes for use in these organelles are expected to exhibit a pK(a) lower than 6.2 as well. Through a rational and systematic structure-property relationship study, we showcased that the pK(a) values of the PHN type probes could be lowered by increasing the steric bulkiness or the electron-withdrawing capability of the dialkylamino groups on the bottom phenol moiety. The pK(a) values of the PHN-type probes now cover the wide biorelevant acidic range from 3.5 to 6.8. The potentials of these probes for biological imaging are exemplified and they are expected to be adopted in biological studies and medical diagnosis.