title: Small polyanion recognition of a triazolium cyclodextrin click cluster in water.
abstract: In order to detect small polyanions (sPAs), which play important roles in many biological systems, a triazolium cyclodextrin click cluster (5, hexakis{6-(3-methyl-4-hydroxymethyl-1H-1,2,3-triazolium-1-yl)-6-deoxy}-α-cyclodextrin iodide) was synthesized and characterized. The competition binding to 5 occupied by 5-carboxyfluorescein of inositol-1,4,5-trisphosphate (IP3), phytic acid, adenosine triphosphate (ATP), ethylenediaminetetraacetic acid (EDTA), glucose, and glucose-6-phosphate was evaluated by UV/vis titration in HEPES (10 mM, pH 7.4) : methanol (1 : 1, v/v). We obtained the binding constants of IP3 and phytic acid to 5 (1.4 × 10(6) and 1.9 × 10(6) M(-1), respectively); however, the binding constants of ATP and EDTA were significantly lower (2.1 × 10(5) and 4.5 × 10(4) M(-1), respectively). Moreover, glucose and glucose-6-phosphate did not show any detectable binding. In addition, the sPA recognition of the triazolium cyclodextrin click cluster in water was confirmed by fluorescence titration.
authors.affiliation: Graduate School of East-West Medical Science, Kyung Hee University, Gyeonggi-do 449-701, Republic of Korea. tw1275@ khu.ac.kr.
authors.forename: Hoa Thi
authors.initials: HT
authors.lastname: Le
authors.forename: Seung Cheol
authors.initials: SC
authors.lastname: Park
authors.forename: Chulhun
authors.initials: C
authors.lastname: Kang
authors.forename: Choon Woo
authors.initials: CW
authors.lastname: Lim
authors.forename: Tae Woo
authors.initials: TW
authors.lastname: Kim
mesh_terms: D057930:Click Chemistry / Q000379:methods*; D003505:Cyclodextrins / Q000737:chemistry*; D007202:Indicators and Reagents; D007700:Kinetics; D008958:Models, Molecular; D000071228:Polyelectrolytes; D011108:Polymers / Q000737:chemistry*; D066244:Proton Magnetic Resonance Spectroscopy; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature; D014230:Triazoles / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D003505:Cyclodextrins; D007202:Indicators and Reagents; D000071228:Polyelectrolytes; D011108:Polymers; D014230:Triazoles; D014867:Water