Chelators whose affinity for calcium ion is increased by illumin

Chemistry: electrical and wave energy – Processes and products – Processes of treating materials by wave energy

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20415793, 534564, C07C24508, C07C 4500

Patent

active

051416271

ABSTRACT:
The present invention relates to a group of organic chelators whose affinity for calcium ion in solution is increased by electromagnetic radiation. Specifically, the chelators are related to BAPTA and utilize the addition of an electron-withdrawing group (e.g., diazocarbonyl) to a ring of BAPTA, para to the amino group. Photochemical rearrangement of the diazoacetyl group converts the group to the electron-donating carboxymethyl group, causing the calcium ion efficiency to increase 25 to 50 fold. These chelators when incorporated into rat fibroblasts either by microinjection or by incubation as the membrane-permeable, enzymatically-labile tetraacetoxymethyl ester and flash-photolyzed cause a drop in intracellular free calcine ion to or below resting valves of about 10.sup.-7 M. These chelators are used to generate controlled fast removal of intracellular free calcium ion to mimic or modulate a number of important cellular responses, especially in nerve or muscle.

REFERENCES:
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patent: 4689432 (1987-08-01), Tsien
patent: 4806604 (1989-08-01), Tsien
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S. R. Adams, et al., "Biologically Useful Chelators That Release Ca.sup.2+ Upon Illumination," Journal of the American Chemical Society, 1988, vol. 110, pp. 3212-3220.
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