TY - JOUR
T1 - Control strategy of displacement processes to sense biothiols via fluorescent changes
AU - Kwon, Nahyun
AU - Hong, Joohee
AU - Kim, Gyoungmi
AU - Jun, Eun Jin
AU - Yoon, Juyoung
N1 - Funding Information:
This work was supported by a grant from the National Creative Research Initiative programs of the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) (No. 2012R1A3A2048814 ). Mass spectral data were obtained from the Korea Basic Science Institute on a Jeol JMS 700 high resolution mass spectrometer.
Funding Information:
This work was supported by a grant from the National Creative Research Initiative programs of the National Research Foundation of Korea (NRF) funded by the Korean government (MSIP) (No. 2012R1A3A2048814). Mass spectral data were obtained from the Korea Basic Science Institute on a Jeol JMS 700 high resolution mass spectrometer.
Publisher Copyright:
© 2019
PY - 2020/2
Y1 - 2020/2
N2 - Two different bis-pyrene derivatives BP-1 and BP-2 were synthesized, which showed efficient fluorescent quenching by Cu2+. The addition of biothiols, such as GSH, Cys, and Hcy, restored their fluorescent emissions. Differences in the affinities of BP-1 and BP-2 for Cu2+ were successfully applied to the different detection limits and the linear detection range of biothiols. An NH moiety and a sulfur atom in the linker were the only differences between BP-1 and BP-2. Since BP-1 bound Cu2+ more tightly than BP-2, BP-1-Cu2+ required more GSH, Cys, and Hcy equivalents to restore the fluorescent emission. In contrast, only two equivalents of biothiols restored the original emission of BP-2-Cu2+. As a proof-of-concept, we demonstrated that molecular recognition chemistry and host-gest chemistry, more specifically the modulation of metal ion recognition, can be successfully applied to biothiol detection, especially over different concentration ranges. BP-1 showed a fluorescent quenching effect in living cells upon the addition of Cu2+ and BP-1-Cu2+ was also successfully applied to imaging biothiols in living cells.
AB - Two different bis-pyrene derivatives BP-1 and BP-2 were synthesized, which showed efficient fluorescent quenching by Cu2+. The addition of biothiols, such as GSH, Cys, and Hcy, restored their fluorescent emissions. Differences in the affinities of BP-1 and BP-2 for Cu2+ were successfully applied to the different detection limits and the linear detection range of biothiols. An NH moiety and a sulfur atom in the linker were the only differences between BP-1 and BP-2. Since BP-1 bound Cu2+ more tightly than BP-2, BP-1-Cu2+ required more GSH, Cys, and Hcy equivalents to restore the fluorescent emission. In contrast, only two equivalents of biothiols restored the original emission of BP-2-Cu2+. As a proof-of-concept, we demonstrated that molecular recognition chemistry and host-gest chemistry, more specifically the modulation of metal ion recognition, can be successfully applied to biothiol detection, especially over different concentration ranges. BP-1 showed a fluorescent quenching effect in living cells upon the addition of Cu2+ and BP-1-Cu2+ was also successfully applied to imaging biothiols in living cells.
KW - Biothiol selective probes
KW - Cu selective fluorescent probes
KW - Displacement approach
KW - Fluorescent imaging probes
KW - Fluorescent probe for GSH
UR - http://www.scopus.com/inward/record.url?scp=85072158084&partnerID=8YFLogxK
U2 - 10.1016/j.dyepig.2019.107871
DO - 10.1016/j.dyepig.2019.107871
M3 - Article
AN - SCOPUS:85072158084
SN - 0143-7208
VL - 173
JO - Dyes and Pigments
JF - Dyes and Pigments
M1 - 107871
ER -