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High specific activity tritium labelling of biologically active small peptides and a related analogue

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Abstract

Small peptides are often endowed with useful biological activity and two of these are l-leucyl-l-leucine methyl ester (1) and glycyl-l-glutamine (2). To advance research in this important area, they were tritiated at high specific activity. [3H] l-Leucyl-l-leucine methyl ester (5) was prepared by the reaction of [3H] l-leucine methyl ester (4) with BOC-Leu-OSu. [3H] Glycyl-l-glutamine (7) was synthesized by the reaction of [3H] l-glutamine with BOC-Gly-OSu. Biosynthesized from l-lysine and l-methionine, related small molecule l-propionylcarnitine taurinamide (3) was also tritiated, employing [3H] taurine (10) and l-propionylcarnitine acid chloride (9).

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Fig. 1
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Fig. 2
Scheme 2

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Acknowledgments

We would like to acknowledge the contribution of Dr. Puliyur Srinivasan in obtaining the tritium NMR spectra.

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  1. PerkinElmer Life Sciences & Technology, Inc., 940 Winter St., Waltham, MA, 02451, USA

    Judith A. Egan & Crist N. Filer

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  1. Judith A. Egan
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  2. Crist N. Filer
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Correspondence to Crist N. Filer.

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Egan, J.A., Filer, C.N. High specific activity tritium labelling of biologically active small peptides and a related analogue. J Radioanal Nucl Chem 307, 549–553 (2016). https://doi.org/10.1007/s10967-015-4158-6

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  • DOI: https://doi.org/10.1007/s10967-015-4158-6

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