96315-09-2

Upstream product

• 105-36-2 ethyl bromoacetate 
• 96331-95-2 1-(2'-amino-5'-methylphenoxy)-2-(2''-aminophenoxy)ethane 
• 700-38-9 2-nitro-5-methylphenol 
• 88-75-5 2-hydroxynitrobenzene 
• 96315-07-0 1-bromo-2-(2'-nitro-5'-methylphenoxy)ethane 
• 96315-08-1 1-(5'-methyl-2'-nitrophenoxy)-2-(2''-nitrophenoxy)ethane 

Downstream Products

• 153276-26-7 5-aldehyde-5'-methyl-BAPTA tetraethyl ester 
• 1310125-61-1 5-bromo-5'-methyl-BAPTA ethyl ester 

Relevant academic research and scientific papers

CELL-PERMEABLE IMAGING SENSORS AND USES THEREOF

The disclosure relates in some aspects to imaging agents, and in particular, imaging agents for sensing of calcium signaling. According to some embodiments of the disclosure, contrast agents for magnetic resonance imaging and related technologies are prov

Water-soluble, redox-active organometallic calcium chelators

This paper describes a new series of organometallic water-soluble chelators combining a redox moiety (ferrocene) and a selective Ca2+ chelator (BAPTA) separated by an ethynyl bridge. We report the synthesis and characterization of organometallic derivatives of the BAPTA chelator featuring one (2a) and two ferrocenyl (2b) moieties. Single crystal X-ray structural analysis on these chelators revealed unexpected conformations for the ferrocenyl substituent with respect to the phenyl ring of the BAPTA unit. DFT calculations on a model system of the ferrocenyl-ethynyl-BAPTA molecule were carried out to evaluate the energy separation between the two limiting conformations observed experimentally in the solid state, and to check the effective electronic communication between the binding pocket and the redox probe. The binding affinity of 2a-b for Ca2+, as probed by UV-Vis and cyclic voltammetry, revealed distinct behaviors in the presence of a metal ion depending on whether BAPTA is substituted by one or two ferrocenyl groups.

An organometallic derivative of a BAPTA ligand: Towards electrochemically controlled cation release in biocompatible media

The combination of a ferrocenyl moiety with BAPTA provides a novel, water-soluble, redox-active chelator. This chelator behaving as a conformational sensor exhibits an unexpected electrochemical response with high affinity and selectivity for calcium.

Two-photon excited fluorescent probes for calcium based on internal charge transfer

Two-photon excited (TPE) calcium fluorescent probes are designed and synthesized based on internal charge transfer (ICT) with high Ca2+ affinity and large two-photon action cross section, which can be used in living cells and detected with two-