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A Synthetic Route to Cell Permeable, Macrocyclic-Based Phosphonate Acyloxymethyl Esters

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Abstract:

Four cell membrane-permeant derivatives of polyaza macrocyclic ligands, including acetoxymethyl (AM) and pivaloyloxymethyl (POM) esters of 1,4,7,10-tetraazacyclododecane- 1,4,7,10-tetrakis(ethyl methylenephosphonate) (DOTPME) and 1,4,7-triazacyclononane- 1,4,7-tris(ethyl methylenephosphonate) (NOTPME), were prepared as model systems for the detection of intracellular ions by 31P NMR spectroscopy. Preliminary results on isolated perfused rat hearts suggest that such ligands may be useful for monitoring intracellular levels of Ca2+ and Mg2+.

Keywords: 31p nmr; ca and mg indicators; intracellular probes

Document Type: Review Article

DOI: http://dx.doi.org/10.2174/1570178043488374

Affiliations: Department of Radiology, University of Texas Southwestern Medical Center, Rogers Magnetic Resonance Center, 5801 Forest Park Road, Dallas, TX 75235-9085, USA.

Publication date: April 1, 2004

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.

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