Linkage effects on binding affinity and activation of GPR30 and estrogen receptors ERα/β with tridentate pyridin-2-yl hydrazine tricarbonyl-Re/99mTc(I) chelates

Chinnasamy Ramesh; Bj Bryant; Tapan Nayak; Chetana M. Revankar; Tamara Anderson; Kathryn E. Carlson; John A. Katzenellenbogen; Larry A. Sklar; Jeffrey P. Norenberg; Eric R. Prossnitz; Jeffrey B. Arterburn

doi:10.1021/ja066360p

Linkage effects on binding affinity and activation of GPR30 and estrogen receptors ERα/β with tridentate pyridin-2-yl hydrazine tricarbonyl-Re/^99mTc(I) chelates

Chinnasamy Ramesh, Bj Bryant, Tapan Nayak, Chetana M. Revankar, Tamara Anderson, Kathryn E. Carlson, John A. Katzenellenbogen, Larry A. Sklar, Jeffrey P. Norenberg, Eric R. Prossnitz, Jeffrey B. Arterburn

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

We describe a new structural class of neutral tridentate pyridin-2-yl hydrazine chelates for labeling with tricarbonyl Re/^99mTc(I) under aqueous conditions and investigate the receptor binding of synthetic estradiol derivatives with the novel G-protein-coupled receptor GPR30 and estrogen receptors ERα/β. The steroid linkage affected the affinity and selectivity of estrogen binding with these receptors. Fluorescence assays based on calcium signaling demonstrate that membrane-permeable chelates 2 and 3 interact with the receptors in whole cells. These results suggest that in vitro assays will facilitate the development of targeted imaging agents for intracellular receptors and the feasibility of targeting GPR30 and ERα/β for diagnostic tumor imaging.

Original language	English (US)
Pages (from-to)	14476-14477
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	128
Issue number	45
DOIs	https://doi.org/10.1021/ja066360p
State	Published - Nov 15 2006

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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Ramesh, C., Bryant, B., Nayak, T., Revankar, C. M., Anderson, T., Carlson, K. E., Katzenellenbogen, J. A., Sklar, L. A., Norenberg, J. P., Prossnitz, E. R., & Arterburn, J. B. (2006). Linkage effects on binding affinity and activation of GPR30 and estrogen receptors ERα/β with tridentate pyridin-2-yl hydrazine tricarbonyl-Re/^99mTc(I) chelates. Journal of the American Chemical Society, 128(45), 14476-14477. https://doi.org/10.1021/ja066360p

Linkage effects on binding affinity and activation of GPR30 and estrogen receptors ERα/β with tridentate pyridin-2-yl hydrazine tricarbonyl-Re/^99mTc(I) chelates. / Ramesh, Chinnasamy; Bryant, Bj; Nayak, Tapan et al.

In: Journal of the American Chemical Society, Vol. 128, No. 45, 15.11.2006, p. 14476-14477.

Research output: Contribution to journal › Article › peer-review

Ramesh, C, Bryant, B, Nayak, T, Revankar, CM, Anderson, T, Carlson, KE, Katzenellenbogen, JA, Sklar, LA, Norenberg, JP, Prossnitz, ER & Arterburn, JB 2006, 'Linkage effects on binding affinity and activation of GPR30 and estrogen receptors ERα/β with tridentate pyridin-2-yl hydrazine tricarbonyl-Re/^99mTc(I) chelates', Journal of the American Chemical Society, vol. 128, no. 45, pp. 14476-14477. https://doi.org/10.1021/ja066360p

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abstract = "We describe a new structural class of neutral tridentate pyridin-2-yl hydrazine chelates for labeling with tricarbonyl Re/99mTc(I) under aqueous conditions and investigate the receptor binding of synthetic estradiol derivatives with the novel G-protein-coupled receptor GPR30 and estrogen receptors ERα/β. The steroid linkage affected the affinity and selectivity of estrogen binding with these receptors. Fluorescence assays based on calcium signaling demonstrate that membrane-permeable chelates 2 and 3 interact with the receptors in whole cells. These results suggest that in vitro assays will facilitate the development of targeted imaging agents for intracellular receptors and the feasibility of targeting GPR30 and ERα/β for diagnostic tumor imaging.",

author = "Chinnasamy Ramesh and Bj Bryant and Tapan Nayak and Revankar, {Chetana M.} and Tamara Anderson and Carlson, {Kathryn E.} and Katzenellenbogen, {John A.} and Sklar, {Larry A.} and Norenberg, {Jeffrey P.} and Prossnitz, {Eric R.} and Arterburn, {Jeffrey B.}",

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AU - Bryant, Bj

AU - Nayak, Tapan

AU - Revankar, Chetana M.

AU - Anderson, Tamara

AU - Carlson, Kathryn E.

AU - Katzenellenbogen, John A.

AU - Sklar, Larry A.

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AU - Prossnitz, Eric R.

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AB - We describe a new structural class of neutral tridentate pyridin-2-yl hydrazine chelates for labeling with tricarbonyl Re/99mTc(I) under aqueous conditions and investigate the receptor binding of synthetic estradiol derivatives with the novel G-protein-coupled receptor GPR30 and estrogen receptors ERα/β. The steroid linkage affected the affinity and selectivity of estrogen binding with these receptors. Fluorescence assays based on calcium signaling demonstrate that membrane-permeable chelates 2 and 3 interact with the receptors in whole cells. These results suggest that in vitro assays will facilitate the development of targeted imaging agents for intracellular receptors and the feasibility of targeting GPR30 and ERα/β for diagnostic tumor imaging.

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