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A new selective fluorescent probe based on tamoxifen

Citation

Ho, LA and Thomas, E and McLaughlin, RA and Flematti, GR and Fuller, RO, A new selective fluorescent probe based on tamoxifen, Bioorganic and Medicinal Chemistry Letters, 26, (20) pp. 4879-4883. ISSN 0960-894X (2016) [Refereed Article]

Copyright Statement

Copyright 2016 Elsevier Ltd. All rights reserved.

DOI: doi:10.1016/j.bmcl.2016.09.028

Abstract

Developing targeted validation probes that can interrogate biology is of interest for both chemists andbiologists. The synthesis of suitable compounds provides a means for avoiding the costly labeling of cellswith specific antibodies and the bias associated with the interpretation of biological validation experi-ments. The chemotherapeutic agent, tamoxifen has been routinely used in the treatment of breast cancerfor decades. Once metabolized, the active form of tamoxifen (4-hydroxytamoxifen) competes with thebinding of estrogens to the estrogen receptors (ER). Its selectivity in ER modulation makes it an ideal can-didate for the development of materials to be used as chemical probes. Here we report the synthesis of afluorescent BODIPY“FL conjugate of tamoxifen linked through an ethylene glycol moiety, and presentproof-of-principle results in ER positive and ER negative cell lines. Optical microscopy indicates thatthe fluorescent probe binds selectively to tamoxifen sensitive breast cancer cell lines. The compoundshowed no affinity for the tamoxifen resistant breast cancer lines. The specificity of the new compoundmake it a valuable addition to the chemical probe tool kit for estrogen receptors.

Item Details

Item Type:Refereed Article
Keywords:Tamoxifen, fluorescent probe, fluorescent tamoxifen derivative, estrogen receptor
Research Division:Chemical Sciences
Research Group:Organic Chemistry
Research Field:Organic Chemical Synthesis
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
UTAS Author:Fuller, RO (Dr Rebecca Fuller)
ID Code:135594
Year Published:2016
Web of Science® Times Cited:5
Deposited By:Chemistry
Deposited On:2019-11-04
Last Modified:2019-12-09
Downloads:0

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