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Volumn 20, Issue 10, 2009, Pages 1940-1949

A "click chemistry" approach to the efficient synthesis of multiple imaging probes derived from a single precursor

Author keywords

[No Author keywords available]

Indexed keywords

COPPER COMPOUNDS; CYCLOADDITION; HYDROCARBONS; MAGNETIC RESONANCE IMAGING; MOLECULAR IMAGING; PROBES; SYNTHESIS (CHEMICAL);

EID: 70350304285     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc900276b     Document Type: Article
Times cited : (85)

References (50)
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    • In fact, poly-1,2,3-triazole containing chelators are used as Cu(I)-stabilizer for the same click reaction that has enabled their syntheses (see, e.g., Chan, T. R., Hilfgraf, R., Sharpless, K. B., and Fokin, V. V. (2004) Polytriazoles as copper(I)-stabilizing ligands in catalysis. Org. Lett. 6, 2853-2855.
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    • In this context, it has been reported that click cycloaddition can be carried out with pre-formed, non-radioactive metal complexes of DOTA derivatives (see, e.g., (i) Viguier, R. F. H., and Hulme, A. N. (2006) A sensitized europium complex generated by micromolar concentrations of copper(I): Towards the detection of copper(I) in biology. J. Am. Chem. Soc. 128, 11370-11371.
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    • note
    • The log D value of Tc-99m probe 10 is-3.41 ± 0.06, whereas that of the In-111 derivative 15 is-4.21 ± 0.11 (partition between octanol and PBS pH 7.4; see refs 24 and 25). On the basis of the retention factor (κ′-value) determined by reversed phase HPLC, probes 14, 15, 17, and 19 are of similar lipophilicity (κ′ = 0.38-0.42) and clearly more hydrophilic than the Tc-99m probe 10 (κ′ = 0.62) (data not shown).
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