Process for producing sugar peptide having asparagine sugar chain and the sugar peptide

Process for producing sugar peptide having asparagine sugar chain and the sugar peptide

  • CN 1,665,832 B
  • Filed: 07/04/2003
  • Issued: 04/02/2014
  • Est. Priority Date: 07/05/2002
  • Status: Active Grant
First Claim
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1. a manufacture method for the glycopeptide that peptide chain contains 1 above l-asparagine sugar chain, is characterized in that:

  • (1) make to carry out esterification with the hydroxyl of the resin of hydroxyl and the amino acid whose carboxyl that amino nitrogen is protected by fat-soluble protecting group,(2) slough above-mentioned fat-soluble protecting group, form free amine group,(3) the amino acid whose carboxyl that this free amine group and amino nitrogen is protected by fat-soluble protecting group carries out amidate action,(4) slough above-mentioned fat-soluble protecting group, form free amine group,(5) above-mentioned (3) and (4) operation are repeated more than 1 time,(6) carboxyl of the l-asparagine part of the l-asparagine sugar chain of being protected by fat-soluble protecting group with amino nitrogen carries out amidate action,(7) slough above-mentioned fat-soluble protecting group, form free amine group,(8) the amino acid whose carboxyl that this free amine group and amino nitrogen is protected by fat-soluble protecting group carries out amidate action,(9) above-mentioned (7) and (8) operation are repeated more than 1 time,(10) slough above-mentioned fat-soluble protecting group, form free amine group,(11) with acid, resin is cut,Wherein, described fat-soluble protecting group is 9-fluorenylmethyloxycarbonyl, tertbutyloxycarbonyl, benzyl, allyl group, allyloxycarbonyl or ethanoyl;

    AndWherein, the l-asparagine sugar chain of (6) contains 6-11 saccharide residue.

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