2623-50-9Relevant articles and documents
Chemosensing of Guanosine Triphosphate Based on a Fluorescent Dinuclear Zn(II)-Dipicolylamine Complex in Water
Bautista-Renedo, Joanatan M.,Bazany-Rodríguez, Iván J.,Dorazco-González, Alejandro,González-Rivas, Nelly,Salomón-Flores, María K.
, (2020)
Guanosine triphosphate (GTP) is a key biomarker of multiple cellular processes and human diseases. The new fluorescent dinuclear complex [Zn2(L)(S)][OTf]4, 1 (asymmetric ligand, L = 5,8-Bis{[bis(2-pyridylmethyl)amino] methyl}quinoline, S = solvent, and OTf = triflate anion) was synthesized and studied in-depth as a chemosensor for nucleoside polyphosphates and inorganic anions in pure water. Additions at neutral pH of nucleoside triphosphates, guanosine diphosphate, guanosine monophosphate, and pyrophosphate (PPi) to 1 quench its blue emission (λem = 410 nm) with a pronounced selectivity toward GTP over other anions, including adenosine triphosphate (ATP), uridine triphosphate (UTP), and cytidine triphosphate (CTP). The efficient quenching response by the addition of GTP was observed in the presence of coexisting species in blood plasma and urine with a detection limit of 9.2 μmol L-1. GTP also shows much tighter binding to the receptor 1 on a submicromolar level. On the basis of multiple spectroscopic tools (1H, 31P NMR, UV-vis, and fluorescence) and DFT calculations, the binding mode is proposed through three-point recognition involving the simultaneous coordination of the N7 atom of the guanosine motif and two phosphate groups to the two Zn(II) atoms. Spectroscopic studies, MS-ESI, and DFT suggested that GTP bound to 1 in 1:1 and 2:2 models with high overall binding constants of log β1 (1:1) = 6.05 ± 0.01 and log β2 = 10.91 ± 0.03, respectively. The optical change and selectivity are attributed to the efficient binding of GTP to 1 by the combination of a strong electrostatic contribution and synergic effects of coordination bonds. Such GTP selectivity of an asymmetric metal-based receptor in water is still rare.
Recognition and visual detection of ADP and ATP based on a dinuclear Zn(II)-complex with pyrocatechol violet in water
Bautista-Renedo, Joanatan M.,Bazany-Rodríguez, Iván J.,Bustos-Brito, Celia,Dorazco-González, Alejandro,González-Rivas, Nelly,Rosales-Vázquez, Luis D.,Salomón-Flores, María K.,Velázquez-Castillo, Rocio V.,Viviano-Posadas, Alejandro O.
, (2021/10/02)
The new fluorescent dinuclear complex [Zn2L(S)] 1, (asymmetric ligand, L = 5,8-Bis{[bis(acetate)amino]methyl} quinoline, S = solvent) was synthesized and studied in-depth as a receptor for nucleoside polyphosphates in 100% aqueous solution at physiological pH. The Zn-receptor 1 shows turn-on fluorescence and high selectivity to adenosine 5′-diphosphate (ADP) and adenosine 5′-triphosphate (ATP) over other phosphorylated anions including guanosine 5′-tripohosphate (GTP), citidine 5′-tripohosphate (CTP) and pyrophosphate. On the basis of the spectroscopic tools (1H, 31P NMR, UV–vis, fluorescence) and DFT calculations, the Zn-receptor binds ADP with high affinity (log K = 5.12) through three-point recognition involving cooperative coordination bonds and a hydrogen bond. The Zn-receptor 1 is an order of the magnitude more selective for ADP than ATP. ADP can be selectively detected in water even in the presence of coexisting species in blood plasma and urine with a detection limit of 30 μmol L?1 using a naked-eye detection system based on the complex between Zn-receptor 1 and pyrocatechol violet.
Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation
Jiang, Yuqin,Li, Pengfei,Li, Xingwei,Liu, Bingxian,Zhao, Jie
supporting information, p. 7475 - 7479 (2020/10/12)
The rhodium(III)-catalyzed coupling of C-H substrates with iodonium ylides has been realized for the efficient synthesis of diverse cyclic skeletons, where the iodonium ylides have been identified as efficient and outstanding carbene precursors. The reaction systems are applicable to both sp2 and sp3 C-H substrates under mild and redox-neutral conditions. The catalyst loading can be as low as 0.5 mol % in a gram-scale reaction. Representative products exhibit cytotoxicity toward human cancer cells at nanomolar levels.
