Convergent solid phase peptide synthesis-III : Synthesis of the 44-52 protected segment of the toxin II of androctonus australis hector |
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| Affiliation: | 1. Université de Lyon, Institut de chimie et biochimie moléculaires et supramoléculaires, ICBMS, UMR 5246 CNRS, Université Lyon-1, INSA de Lyon, CPE Lyon, Bâtiment Edgar-Lederer, 1, rue Victor-Grignard, 69622 Villeurbanne cedex, France;2. Tobacco Research Institute of the Chinese Academy of Agricultural Sciences, Qingdao 266101, PR China;1. Department of Chemistry, University of Rajasthan, JLN Marg, Jaipur 302004, India;2. Suresh Gyan Vihar University, Jagatpura, Jaipur 302025, India;1. Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China;2. Shanghai Collaborative Innovation Center for Biomanufacturing Technology, 130 Meilong Road, Shanghai 200237, China;1. Lappeenranta-Lahti University of Technology LUT, School of Engineering Science, Lahti, Finland;2. Friedrich-Alexander University, Institute for Separation Science & Technology, Erlangen, Germany |
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| Abstract: | The synthesis of the fully protected peptideBoc-Asn-Ala-Cys(Acm)-Tyr(cHex)-Cys(Acm)-Tyr(cHex)-Lys(Z)-Leu-Pro-OHwhich corresponds to the 44–52 sequence of the Androctonus australis Hector toxin II is described. The synthesis has been carried out on a bromomethyl-Nbb-resin which provides a photolabile anchorage of the peptide. The experimental conditions of the photolysis reaction are very critical in order to obtain satisfactory cleavage yields. The influence of the solvent in this reaction is discussed taking into account the swelling properties of different solvent mixtures and the formation coloured side-reaction products Finally, dimethylformamide/water precipitation followed by reverse phase HPLC is shown to be a very convenient approach to the purification of fully protected peptides. |
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