885948-75-4

Upstream product

• 4426-21-5 oxybis(diphenylborane) 
• 107-95-9 3-amino propanoic acid 
• 14637-34-4 ammonium tetraphenylborate 

Relevant academic research and scientific papers

Synthesis and pharmacological characterization of 2-aminoethyl diphenylborinate (2-apb) derivatives for inhibition of store-operated calcium entry (soce) in mda-mb-231 breast cancer cells

Calcium ions regulate a wide array of physiological functions including cell differentiation, proliferation, muscle contraction, neurotransmission, and fertilization. The endoplasmic reticulum (ER) is the major intracellular Ca2+ store and cellular events that induce ER store depletion (e.g., activation of inositol 1,4,5-triphosphate (IP3) receptors) trigger a refilling process known as store-operated calcium entry (SOCE). It requires the intricate interaction between the Ca2+ sensing stromal interaction molecules (STIM) located in the ER membrane and the channel forming Orai proteins in the plasma membrane (PM). The resulting active STIM/Orai complexes form highly selective Ca2+ channels that facilitate a measurable Ca2+ influx into the cytosol followed by successive refilling of the ER by the sarcoplasmic/endoplasmic reticulum calcium ATPase (SERCA). STIM and Orai have attracted significant therapeutic interest, as enhanced SOCE has been associated with several cancers, and mutations in STIM and Orai have been linked to immunodeficiency, autoimmune, and muscular diseases. 2-Aminoethyl diphenylborinate (2-APB) is a known modulator and depending on its concentration can inhibit or enhance SOCE. We have synthesized several novel derivatives of 2-APB, introducing halogen and other small substituents systematically on each position of one of the phenyl rings. Using a fluorometric imaging plate reader (FLIPR) Tetra-based calcium imaging assay we have studied how these structural changes of 2-APB affect the SOCE modulation activity at different compound concentrations in MDA-MB-231 breast cancer cells. We have discovered 2-APB derivatives that block SOCE at low concentrations, at which 2-APB usually enhances SOCE.

An alternative method for the preparation of diphenylboron chelates. The crystal and molecular structures of (pyridine-2-acetyloximato)diphenylboron and (1-phenylazo-2-naphtholato)diphenylboron

A convenient method for the preparation of diphenylboron chelates from ammonium tetraphenylborate is described. A variety of five- or six-membered O,O-, N,O- and N,N-chelates were obtained in yields from 60 to 90 %. The isolated compounds were characterized by elemental analysis, IR spectroscopy and multinuclear magnetic resonance spectroscopy (1H, 13C, and 11B). The crystal and molecular structures of (pyridine-2-acetyloximato)diphenylboron and (1-phenylazo-2-naphtholato) diphenylboron were determined by X-ray diffraction on single crystals.