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Conjugation of DOTA Using Isolated Phenolic Active Esters:  The Labeling and Biodistribution of Albumin as Blood Pool Marker

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    Conjugation of DOTA Using Isolated Phenolic Active Esters:  The Labeling and Biodistribution of Albumin as Blood Pool Marker
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    Department of Nuclear Medicine, Universitätsklinikum Heidelberg, INF 400, 69120 Heidelberg, Germany, and German Cancer Research Center, 69120 Heidelberg, Germany
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    Bioconjugate Chemistry

    Cite this: Bioconjugate Chem. 2005, 16, 1, 237–240
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    https://doi.org/10.1021/bc034216c
    Published December 7, 2004
    Copyright © 2005 American Chemical Society
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    Abstract

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    A convenient method for the functionalization of proteins with DOTA (1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid) has been developed. For this purpose DOTA was converted into a series of different monoreactive activated phenolic esters. The esters were prepared in a single step from commercially available DOTA, using 1-ethyl-3-[3-(dimethylamino)propyl]carbodiimide or 1,3-dicyclohexylcarbodiimide as coupling agent. The resulting activated esters were isolated by HPLC, lyophilized, and stored for future applications. In solid form the compounds exhibit high hydrolytic stability. The reactions with proteins proceeded in good yields. The conjugation and subsequent radiolabeling of the 4-nitrophenol ester of DOTA with 67Ga was investigated with rat serum albumin. A time-dependent biodistribution study in tumor bearing rats was conducted to demonstrate the integrity of the albumin conjugate. These results suggest that phenolic esters of DOTA represent versatile reagents to conjugate DOTA with proteins and other biomolecules in high yields.

    Copyright © 2005 American Chemical Society

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     To whom correspondence should be addressed. Tel.:  0049-6221-567720, e-mail:  [email protected].

    †

     Universitätsklinikum Heidelberg.

    ‡

     German Cancer Research Center.

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    Bioconjugate Chemistry

    Cite this: Bioconjugate Chem. 2005, 16, 1, 237–240
    Click to copy citationCitation copied!
    https://doi.org/10.1021/bc034216c
    Published December 7, 2004
    Copyright © 2005 American Chemical Society
    Request reuse permissions

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