Carboxy protection strategies for acidic c-terminal amino...

C - Chemistry – Metallurgy – 07 – K

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C07K 1/02 (2006.01) C07K 1/04 (2006.01) C07K 1/06 (2006.01) C07K 5/10 (2006.01) C07K 7/04 (2006.01) C07K 14/00 (2006.01) C07K 17/00 (2006.01)

Patent

CA 2487378

The present invention provides methods of assembling oligopeptides or polypeptides in a native chemical ligation reaction that eliminates the formation of unwanted side products resulting from the presence of an unprotecte acidic C-terminal oligopeptide thioester. An important aspect of the present invention is providing side chain protected acidic C-terminal oligopeptide thioesters. The present invention is useful in methods for chemical synthesis of oligopeptides, polypeptides and proteins and improves the efficiency of native chemical ligation reactions, particularly where aspartyl or glutamyl peptide fragments are used to assemble an oligopeptide, polypeptide or protein product.

La présente invention a trait à des procédés permettant l'assemblage d'oligopeptides ou de polypeptides dans une réaction de ligature chimique endogène qui élimine la formation de produits secondaires indésirables dérivés de la présence d'un thioester d'oligopeptide à terminal C acide non protégé. Un important aspect de la présente invention prévoit des thioesters d'oligopeptide à terminal C acide protégé par une chaîne latérale. La présente invention est utile pour la synthèse chimique d'oligopeptides, de polypeptides et de protéines et améliore l'efficacité des réactions de ligature chimique endogène, notamment dans les cas où des fragments peptidiques d'aspartyle ou de glutamyle sont utilisés pour l'assemblage d'un produit oligopeptidique, polypeptidique ou protéique.

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