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Synthesis of 2(S)-benzyl-3-[hydroxy(1?(R)-amino ethyl)phosphinyl]propanoyl-L-3-[125I]-iodotyrosine: a radiolabelled inhibitor of aminopeptidase N

Abstract : 2(S)‐benzyl‐3‐[hydroxy(1′(R)‐aminoethyl)phosphinyl]propanoyl‐L‐3‐[125I]‐iodo tyrosine was prepared from 1(R)‐(N‐benzyloxycarbonylamino)ethylphosphinic acid in a six step synthesis. This new iodinated compound, which is a highly efficient aminopeptidase N inhibitor (Ki=0·95 nM), can be used for complete characterization of the biochemical and pharmacological properties of aminopeptidase N and its in vivo inhibition. A high radiochemical purity was obtained with a specific activity of 217 Ci/mmol at the end of the synthesis. Copyright © 2000 John Wiley & Sons, Ltd.
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Submitted on : Thursday, November 28, 2019 - 6:50:19 PM
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Huixiong Chen, Laurent Bischoff, Marie-Claude Fournie-Zaluski, Bernard Roques. Synthesis of 2(S)-benzyl-3-[hydroxy(1?(R)-amino ethyl)phosphinyl]propanoyl-L-3-[125I]-iodotyrosine: a radiolabelled inhibitor of aminopeptidase N. Journal of Labelled Compounds and Radiopharmaceuticals, Wiley-Blackwell, 2000, 43 (2), pp.103-111. ⟨10.1002/(SICI)1099-1344(200002)43:2<103::AID-JLCR294>3.0.CO;2-I⟩. ⟨hal-02385510⟩

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