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    Methods for making saccharide-protein glycoconjugates
    3.
    发明授权
    Methods for making saccharide-protein glycoconjugates 有权

    公开(公告)号：US10113009B2

    公开(公告)日：2018-10-30

    申请号：US15150302

    申请日：2016-05-09

    申请人： GlaxoSmithKline Biologicals SA

    发明人： Allan James Saul ,  Francesca Micoli

    IPC分类号： C08B37/00 ,  C07K16/12 ,  C07K16/44 ,  A61K39/112 ,  A61K39/095 ,  A61K39/02 ,  A61K39/385 ,  C07K14/34 ,  A61K47/64 ,  A61K39/00

    摘要： The invention provides a process for the reductive amination of a carbonyl group at the reducing terminus of a polysaccharide, wherein the reductive amination is carried out at a pH between 4 and 5. The invention also provides a process for preparing a conjugate of a polysaccharide and a carrier molecule, comprising the steps of: (a) coupling the polysaccharide to a linker, to form a polysaccharide-linker compound in which the free terminus of the linker is an ester group; and (b) reacting the ester group with a primary amine group in the carrier molecule, to form a polysaccharide-linker-carrier molecule conjugate in which the linker is coupled to the carrier molecule via an amide linkage. The invention also provides a process for reducing contamination of a polysaccharide-linker compound with unreacted linker, comprising a step of precipitating unreacted linker under aqueous conditions at a pH of less than 5. The invention also provides polysaccharide-linker-carrier molecule conjugates and intermediate compounds obtained or obtainable by these processes.

    Methods for making saccharide-protein glycoconjugates
    5.
    发明授权
    Methods for making saccharide-protein glycoconjugates 有权

    公开(公告)号：US10683370B2

    公开(公告)日：2020-06-16

    申请号：US15977754

    申请日：2018-05-11

    申请人： GlaxoSmithKline Biologicals SA

    发明人： Allan James Saul ,  Francesca Micoli

    IPC分类号： C08B37/00 ,  A61K47/64 ,  C07K16/12 ,  C07K16/44 ,  A61K39/112 ,  A61K39/095 ,  A61K39/02 ,  A61K39/385 ,  C07K14/34 ,  A61K39/00

    摘要： The invention provides a process for the reductive amination of a carbonyl group at the reducing terminus of a polysaccharide, wherein the reductive amination is carried out at a pH between 4 and 5. The invention also provides a process for preparing a conjugate of a polysaccharide and a carrier molecule, comprising the steps of: (a) coupling the polysaccharide to a linker, to form a polysaccharide-linker compound in which the free terminus of the linker is an ester group; and (b) reacting the ester group with a primary amine group in the carrier molecule, to form a polysaccharide-linker-carrier molecule conjugate in which the linker is coupled to the carrier molecule via an amide linkage. The invention also provides a process for reducing contamination of a polysaccharide-linker compound with unreacted linker, comprising a step of precipitating unreacted linker under aqueous conditions at a pH of less than 5. The invention also provides polysaccharide-linker-carrier molecule conjugates and intermediate compounds obtained or obtainable by these processes.