Solid phase synthesis of mono- or disubstituted arginine containing peptides from an isothiocitrulline precursor |
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Authors: | Abdallah Hamzé |
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Affiliation: | Laboratoire des Aminoacides Peptides et Protéines, CNRS UMR 5810, Universités Montpellier I et II, Faculté de Pharmacie, 15 avenue Charles Flahault, BP 14491, 34093 Montpellier cedex 5, France |
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Abstract: | A method for the solid phase synthesis of substituted arginine containing peptides starting from an isothiocitrulline precursor is described. In this procedure, a peptide containing one or more protected ornithine residue(s) was assembled on a solid support. Following selective deprotection, ornithine residue(s) was (were) converted into S-methyl-isothiocitrulline in three steps. Subsequent reaction with primary or secondary amines afforded mono and disubstituted arginine-containing derivatives, respectively. Using lysine instead of ornithine afforded substituted homoarginine-containing derivatives. |
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Keywords: | Arginine Solid phase synthesis Thiocitrulline Guanidine Fmoc-NCS |
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