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Universal polyethylene glycol linkers for attaching receptor ligands to quantum dots

Authors
Journal
Bioorganic & Medicinal Chemistry Letters
0960-894X
Publisher
Elsevier
Publication Date
Volume
16
Issue
24
Identifiers
DOI: 10.1016/j.bmcl.2006.09.031
Keywords
  • Nanocrystals
  • Quantum Dots
  • Polyethylene Glycol
  • 5Ht2Aagonist
Disciplines
  • Biology
  • Physics

Abstract

Abstract Biologically active small molecule derivatives that can be conjugated to quantum dots have the promise of revolutionizing fluorescent imaging in biology. In order to achieve this several technical hurdles have to be surmounted, one of which is non-specific adsorption of quantum dots to cell membranes. Pegylating quantum dots has been shown to eliminate non-specific binding. Consequently it is necessary to develop a universal synthetic methodology to attach small molecule ligands to polyethylene glycol. These pegylated small molecules may then be conjugated to the surfaces of quantum dots. Ideally this universal strategy should be adaptable and be applicable to PEG chains of varying lengths. This paper describes the development of one such methodology and the synthesis of a pegylated derivative of the known 5HT 2 agonist 1-(2-aminopropyl)-2,5-dimethoxy benzene. This compound was tested and found to be an agonist for the 5HT 2A and 5HT 2C receptor having EC 50 values of 250 and 50 nM, respectively.

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