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Carbohydrate‐Appended TQNPEN [ N , N , N′ , N′ ‐Tetrakis(2‐quinolylmethyl)‐3‐aza‐1,5‐pentanediamine] Derivatives for Fluorescence Detection of Intracellular Cd 2+
Author(s) -
Mikata Yuji,
Nozaki Kana,
Kaneda Minori,
Yasuda Keiko,
Aoyama Masato,
Tamotsu Satoshi,
Matsumoto Arimasa
Publication year - 2018
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201800086
Subject(s) - chemistry , fluorescence , intracellular , hela , galactose , metal , ligand (biochemistry) , carbohydrate , membrane permeability , stereochemistry , membrane , biochemistry , cell , receptor , organic chemistry , physics , quantum mechanics
Carbohydrate‐appended TQNPEN [ N , N , N′ , N′ ‐tetrakis(2‐quinolylmethyl)‐3‐aza‐1,5‐pentanediamine] derivatives were developed as intracellular fluorescent Cd 2+ sensors. Glucose ( L1 ), galactose ( L2 ), and maltose ( L3 ) were utilized as sugar moieties. All glycosylated derivatives exhibit a fluorescence increase ( I Cd / I 0 = 11–25) at 415 nm upon addition of 1 equiv. of Cd 2+ ; however, 1 equiv. of Zn 2+ induces negligible fluorescence change due to weak metal–ligand interaction ( I Zn / I 0 = 3, I Zn / I Cd = 11–31 %). The properties of the Cd 2+ complex with parent TQNPEN, including maximum fluorescence wavelength and lifetime, Cd 2+ specificity of the fluorescence, and strong metal binding affinity, were well preserved in L1 – L3 . The intracellular Cd 2+ detection was successfully achieved by glucose‐ and galactose‐appended derivatives L1 and L2 , likely due to enhanced cell membrane permeability and intracellular distribution in HeLa cells.