Patent ID: 11951175
Assignee: SYNAFFIX B.V.
Field: Pharmaceuticals (Chemistry)
Classification: CPC A  C  Y | IPC A  C

Claim 10:
11. A method of treatment, comprising administering to a subject a bioconjugate represented by formula (A):

B-Z3-L-(D)z   (A),

wherein:
B is an antibody;
L is a linker linking Z3 and D,
Z3 is a connecting group obtained by reacting a reactive group Q1 on a linker-conjugate having a formula Q1-L-D with a functional group F1 on the antibody (B), wherein Z3 is connected to B through a glycan on the antibody;
z is 1, 2, 3 or 4;
D is a target molecule; and
each occurrence of “—” is independently a bond or a spacer moiety, by reacting the reactive group Q1 on the target molecule (D) with the functional group F1 on a the antibody (B), such that L is represented by formula (8a) or (8b) or a salt thereof:, wherein:
a is 0 or 1; and
R1 is selected from the group consisting of hydrogen, C1-C24 alkyl groups, C3-C24 cycloalkyl groups, C2-C24 (hetero)aryl groups, C3-C24 alkyl(hetero)aryl groups and C3-C24 (hetero)arylalkyl groups, the C1-C24 alkyl groups, C3-C24 cycloalkyl groups, C2-C24 (hetero)aryl groups, C3-C24 alkyl(hetero)aryl groups and C3-C24 (hetero)arylalkyl groups optionally substituted and optionally interrupted by one or more heteroatoms selected from O, S or NR3 wherein R3 is independently selected from the group consisting of hydrogen and C1-C4 alkyl groups, or R1 is an additional target molecule D, wherein the target molecule is optionally connected to N via a spacer moiety;
b is 0 or 1;
c is 0 or 1;
d is 0 or 1;
e is 0 or 1;
f is an integer in the range of 1 to 10;
g is 0 or 1;
i is 0 or 1;
wherein at least one of b, e and i is not 0 and at least one of g, d and c is not 0;
D is a target molecule;
Q1 is a reactive group capable of reacting with a functional group F1 present on the antibody;
Sp1 is a spacer moiety;
Sp2 is a spacer moiety;
Sp3 is a spacer moiety;
Sp4 is a spacer moiety;
Z1 is a connecting group that connects Q1 or Sp3 to Sp2, O or C(O) or N(R1);
Z2 is a connecting group that connects D or Sp4 to Sp1, N(R1), O or C(O);
R1 is selected from the group consisting of hydrogen, C1-C24 alkyl groups, C3-C24 cycloalkyl groups, C2-C24 (hetero)aryl groups, C3-C24 alkyl(hetero)aryl groups and C3-C24 (hetero)arylalkyl groups, the C1-C24 alkyl groups, C3-C24 cycloalkyl groups, C2-C24 (hetero)aryl groups, C3-C24 alkyl(hetero)aryl groups and C3-C24 (hetero)arylalkyl groups optionally substituted and optionally interrupted by one or more heteroatoms selected from O, S and NR3 wherein R3 is independently selected from the group consisting of hydrogen and C1-C4 alkyl groups; or R1 is D, -[(Sp1)b(Z2)e(Sp4)i D] or -[(Sp2)c(Z1)d(Sp3)gQ1], wherein D, Sp1, Sp2, Sp3, Sp4, Z1, Z2, D, Q1, b, c, d, e, g and i are as defined above; and
the linker is connected to target molecule D via (Sp4)i.