Studies on amino acids and peptides x : Hplc-mediated test of 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphos-phetane 2,4-disulfide (lawesson's reagent) as a racemization-free coupling reagent |
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| Authors: | M. Thorsen T.P. Andersen U. Pedersen B. Yde S.-O. Lawesson H.F. Hansen |
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| Affiliation: | Department of Organic Chemistry, Chemical Institute University of Aarhus, DK-8000 Aarhus CDenmark;University Department of Clinical Chemistry, Rigshospitalet DK-2100 Copenhagen0Denmark |
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| Abstract: | The easily available 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadi-phosphetane 2,4-disulfide (Lawesson's Reagent), 1, has been tested as a coupling reagent for racemization in peptide synthesis. The assay procedure is separation of stereomeric products by HPLC. Z-S-Pro-S-Val-S-Pro-OtBu and Z-S-Leu-S-Phe-S-Val-OtBu have been used as test peptides in 2+1 segment couplings, and only a small amount of epimerization (0.5 and <0.1%, respectively) has been observed. |
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| Keywords: | Present address: Institute of Hygiene Universitetsparken Bd. 180 University of Aarhus DK-8000 arhus C Denmark. |
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