Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1987-05-13
1989-02-21
Rollins, John W.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549 6, 549 7, 549 8, 549 9, 549 11, 549 21, 549 28, 549 60, 549 65, 549222, 549346, 549362, 549435, 549437, 562435, 560 21, 560129, 560251, 548413, 548526, 548544, 548545, 546 24, 546197, 546220, 540596, 540604, 558 47, 558 48, 558158, 558193, C07D40702, C07D31748, C07D30720, C07D30910, C07D20712, C07D21140, C07D33332, C07D33502
Patent
active
048066044
ABSTRACT:
The present invention discloses a new class of calcium chelating compounds which have a decreased affinity for calcium following illumination. These new compounds contain a photolabile nitrobenzyl derivative coupled to a tetracarboxylate Ca.sup.2+ chelating parent compound having the octacoordinate chelating groups characteristic of EGTA or BAPTA. However unlike EGTA or BAPTA-like compounds, in which the two halves of the chelator are linked by a simple 1,2-ethanediyl moiety, the compounds of the present invention modify the stereochemical conformation of this linkage by adding bulky substituents or incorporating the linkage into a carbocyclic or heterocyclic ring. In a first form, the new compounds are comprised of a BAPTA-like chelator coupled to a single 2-nitrobenzyl derivative, which in turn is a photochemical precursor of a 2-nitrosobenzophenone. In a second form, the new compounds are comprised of a BAPTA-like chelator coupled to two 2-nitrobenzyl derivatives, themselves photochemical precursors of the related 2-nitrosobenzophenones.
REFERENCES:
patent: 4603209 (1986-07-01), Tsien et al.
patent: 4689432 (1987-08-01), Tsien et al.
Gurney, et al., "Activation of a Potassium Current by Rapid Photochemically Generated Step Increases of Intracellular Calcium in Rat Sympathetic Neurons"Proc. Natl. Acad. Sci. USA, vol. 84, pp. 3496-3500, May 1987.
Gurney, et al., "Light-Flash Physiology with Synthetic Photosensitive Compounds", Physiol. Rev., 67 (2): 583-617 (1987).
Tsien, Biochemistry, 19: 2396-2404 (1980).
Adams Stephen R.
Tsien Roger Yonchien
Catchpole W.
Regents of the University of California
Rollins John W.
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