122460-22-4

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 73630-07-6 1,2-bis(2-aminophenoxy)ethane-N,N,N'N'-tetraacetic acid tetraethyl ester 
• 51661-19-9 1,2-bis(2-nitrophenoxy)ethane 
• 52411-34-4 1,2-Bis(2-aminophenoxy)ethane 
• 88-75-5 2-hydroxynitrobenzene 

Downstream Products

• 1416793-43-5 C₄₈H₅₄N₄O₁₂ 

Relevant academic research and scientific papers

A Comprehensive Study of the Ca2+ Ion Binding of Fluorescently Labelled BAPTA Analogues

Since its development, the ionophore BAPTA (1,2-bis(2-aminophenoxy)-ethane-N,N,N’,N’-tetraacetic acid) has been used unchanged in calcium sensing applications. In this work we present a comprehensive experimental and theoretical study of novel alterations in the structure of BAPTA, with a focus on the systematic modification of the chain connecting the two aromatic rings of the molecule (denoted as “linker”). A bis-(diethylamino)xantene fluorophore was also attached to the structures in a fixed position and the structure-fluorescence response relationship of these molecules was investigated in addition. The effect of the linker's length, the number of oxygen atoms in this chain and even the removal of one of the rings was tested; these all proved to significantly alter the characteristics of the compounds. For example, it was found that the second aromatic ring of BAPTA is not essential for the turn-on of the fluorescence. We also demonstrated that successful sensing can be realized even by replacing the chain with a single oxygen atom, which suggests the availability of a new calcium binding mode of the chelator. The reliable turn-on characteristic, the steep Ca2+ fluorescence titration curve and the intense fluorescence emission combine to make this compound a prospective candidate as a calcium sensing molecular probe in diagnostic neurobiological applications.

A novel ratiometric emission probe for Ca2+ in living cells

A ratiometric fluorescent probe for Ca2+ based on 1,3,4-oxadiazole derivative has been designed and developed. The probe exhibits a large Stokes shift of 202 nm and a highly selective ratiometric emission response (490/582 nm) to Ca2+ over other metal cations. Additionally, the probe can readily reveal the changes of intracellular Ca2+ concentration in living human umbilical vein endothelial cells. The Royal Society of Chemistry 2013.

Synthesis of a new ratiometric emission Ca2+ indicator for in vivo bioimaging

A novel fluorescent calcium indicator with a 490/582 nm ratiometric emission has been designed and synthesized. The indicator exhibits a highly selective ratiometric emission response to Ca2+ over other metal cations and a large Stokes shift of 202 nm. Moreover, its practical cell imaging capability for intracellular Ca2+ in the resting- and dynamic-state has been demonstrated in human umbilical vein endothelial cells using a confocal laser scanning microscope.