Fluorescent reporters of monoamine transporter distribution and function

Sharanappa M. Bagale; Adrienne S. Brown; Melissa M. Carballosa Gonzalez; Alberto Vitores; Teresa L. Micotto; N. S. Saleesh Kumar; Ian D. Hentall; James N. Wilson

doi:10.1016/j.bmcl.2011.10.007

Fluorescent reporters of monoamine transporter distribution and function

Sharanappa M. Bagale, Adrienne S. Brown, Melissa M. Carballosa Gonzalez, Alberto Vitores, Teresa L. Micotto, N. S. Saleesh Kumar, Ian D. Hentall, James N. Wilson

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

4 Scopus citations

Abstract

Serotonin is a monoamine serving as a chemical messenger in diverse brain regions, as well as in blood and various other organs. We synthesized six ethylamine functionalized fluorophores as fluorescent probes for serotonin. The one with best spectral properties and aqueous solubility, 6-amino-2-(2- aminoethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione, was studied in detail both in vivo and in vitro. It was shown to act as a ligand for serotonin transporter (SERT) without acute cerebral or cardiovascular toxicity or adverse effects. Fluorescent serotonin analogs can be used for direct visualization of SERT distribution and activity in live tissue.

Original language	English (US)
Pages (from-to)	7387-7391
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	21
Issue number	24
DOIs	https://doi.org/10.1016/j.bmcl.2011.10.007
State	Published - Dec 15 2011

Keywords

Fluorescent analogs
Monoamine transporter
Neurotransmitter
Reuptake inhibitor
Serotonin

ASJC Scopus subject areas

Pharmaceutical Science
Drug Discovery
Organic Chemistry
Molecular Medicine
Molecular Biology
Clinical Biochemistry
Biochemistry

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Fluorescent reporters of monoamine transporter distribution and function. / Bagale, Sharanappa M.; Brown, Adrienne S.; Carballosa Gonzalez, Melissa M.; Vitores, Alberto; Micotto, Teresa L.; Saleesh Kumar, N. S.; Hentall, Ian D.; Wilson, James N.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 21, No. 24, 15.12.2011, p. 7387-7391.

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

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title = "Fluorescent reporters of monoamine transporter distribution and function",

abstract = "Serotonin is a monoamine serving as a chemical messenger in diverse brain regions, as well as in blood and various other organs. We synthesized six ethylamine functionalized fluorophores as fluorescent probes for serotonin. The one with best spectral properties and aqueous solubility, 6-amino-2-(2- aminoethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione, was studied in detail both in vivo and in vitro. It was shown to act as a ligand for serotonin transporter (SERT) without acute cerebral or cardiovascular toxicity or adverse effects. Fluorescent serotonin analogs can be used for direct visualization of SERT distribution and activity in live tissue.",

keywords = "Fluorescent analogs, Monoamine transporter, Neurotransmitter, Reuptake inhibitor, Serotonin",

author = "Bagale, {Sharanappa M.} and Brown, {Adrienne S.} and {Carballosa Gonzalez}, {Melissa M.} and Alberto Vitores and Micotto, {Teresa L.} and {Saleesh Kumar}, {N. S.} and Hentall, {Ian D.} and Wilson, {James N.}",

note = "Funding Information: We thank Dr. K. Tosney and L. White (UM, Biology) for assistance with cell culture and Dr. J. Baker (UM, Biology) for assistance with imaging. This work was supported by an Interdisciplinary Research Development Initiative sponsored by the UM Miller School of Medicine (I.D.H. and J.N.W.). J.N.W. is grateful to the National Science Foundation for providing funds towards the purchase of an LC-ESI-MS (CHE-0946858). ",

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AU - Bagale, Sharanappa M.

AU - Brown, Adrienne S.

AU - Carballosa Gonzalez, Melissa M.

AU - Vitores, Alberto

AU - Micotto, Teresa L.

AU - Saleesh Kumar, N. S.

AU - Hentall, Ian D.

AU - Wilson, James N.

N1 - Funding Information: We thank Dr. K. Tosney and L. White (UM, Biology) for assistance with cell culture and Dr. J. Baker (UM, Biology) for assistance with imaging. This work was supported by an Interdisciplinary Research Development Initiative sponsored by the UM Miller School of Medicine (I.D.H. and J.N.W.). J.N.W. is grateful to the National Science Foundation for providing funds towards the purchase of an LC-ESI-MS (CHE-0946858).

PY - 2011/12/15

Y1 - 2011/12/15

N2 - Serotonin is a monoamine serving as a chemical messenger in diverse brain regions, as well as in blood and various other organs. We synthesized six ethylamine functionalized fluorophores as fluorescent probes for serotonin. The one with best spectral properties and aqueous solubility, 6-amino-2-(2- aminoethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione, was studied in detail both in vivo and in vitro. It was shown to act as a ligand for serotonin transporter (SERT) without acute cerebral or cardiovascular toxicity or adverse effects. Fluorescent serotonin analogs can be used for direct visualization of SERT distribution and activity in live tissue.

AB - Serotonin is a monoamine serving as a chemical messenger in diverse brain regions, as well as in blood and various other organs. We synthesized six ethylamine functionalized fluorophores as fluorescent probes for serotonin. The one with best spectral properties and aqueous solubility, 6-amino-2-(2- aminoethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione, was studied in detail both in vivo and in vitro. It was shown to act as a ligand for serotonin transporter (SERT) without acute cerebral or cardiovascular toxicity or adverse effects. Fluorescent serotonin analogs can be used for direct visualization of SERT distribution and activity in live tissue.

KW - Fluorescent analogs

KW - Monoamine transporter

KW - Neurotransmitter

KW - Reuptake inhibitor

KW - Serotonin

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Fluorescent reporters of monoamine transporter distribution and function

Abstract

Keywords

ASJC Scopus subject areas

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