公开(公告)号：US20240269311A1

公开(公告)日：2024-08-15

申请号：US18619756

申请日：2024-03-28

Applicant: Ajinomoto Co., Inc.

Inventor： Yutaka MATSUDA ,  Tomohiro WATANABE ,  Noriko HATADA ,  Tomohiro FUJII

IPC: A61K47/68 ,  C07K5/08 ,  C07K16/46

CPC classification number: A61K47/6811 ,  C07K5/08 ,  C07K16/46

Abstract: A regioselective conjugate of an antibody and a functional substance comprising a structural unit represented by the following Formula (I):






wherein
Ig represents an immunoglobulin unit comprising two heavy chains and two light chains, and is regioselectively bonded to L1 adjacent to Ig via an amino group in side chains of lysine residues in the two heavy chains,
HG represents a hydrophilic group,
RA represents a side chain of a valine residue,
RB represents a side chain of a citrulline residue or the like,
ring A represents a divalent aromatic ring group optionally having a substituent,
R1 and R2 each independently represent a hydrogen atom or a monovalent group,
L1 and L2 each independently represent a divalent
D represents a functional substance, and
r is 1.5 to 2.5, or
a salt thereof, and
substances related thereto,

is excellent in desired properties while controlling a bonding ratio between the antibody and the functional substance within a specific range.

公开(公告)号：US20240000964A1

公开(公告)日：2024-01-04

申请号：US18354256

申请日：2023-07-18

Applicant: Ajinomoto Co., Inc.

Inventor： Tomohiro FUJII ,  Kei YAMADA ,  Yutaka MATSUDA ,  Ryusuke HIRAMA ,  Noriko HATADA

IPC: A61K47/68 ,  C07K16/32 ,  C07C247/16 ,  C07D271/113 ,  C07D213/71 ,  C07D225/08 ,  C07D403/12 ,  C07D401/12

CPC classification number: A61K47/6889 ,  C07K16/32 ,  A61K47/6855 ,  C07C247/16 ,  C07D271/113 ,  C07D213/71 ,  C07D225/08 ,  C07D403/12 ,  C07D401/12 ,  C07K2317/51 ,  C07K2317/52

Abstract: A desired antibody or antibody composition may be obtained by modifying a thiol group chemically introduced to an antibody to obtain an antibody composition comprising



(A) an antibody intermediate or a salt thereof having a bioorthogonal functional group which may be protected, which is represented by the following formula (A):






AbS-L-R]n  (A)





wherein
Ab is a certain antibody,
S is a sulfur atom,
L is a divalent group,
R is a bioorthogonal functional group which may be protected, and
n is an integer from 1 to 8, and


(B) a thiol group-introduced antibody or a salt thereof, which is represented by the following formula (B):






AbSH]n  (B)





wherein
Ab and n are the same as formulae (A), and
SH is a thiol group; and the like.

公开(公告)号：US20210139541A1

公开(公告)日：2021-05-13

申请号：US17119495

申请日：2020-12-11

Applicant: Ajinomoto Co., Inc.

Inventor： Yutaka MATSUDA ,  Noriko HATADA ,  Kei YAMADA ,  Natsuki SHIKIDA ,  Kazutaka SHIMBO ,  Tomohiro FUJII ,  Shigeo HIRASAWA

IPC: C07K14/00 ,  C07K16/00 ,  C07K1/06

Abstract: Compounds having an affinity substance to an antibody and a bioorthogonal functional group, represented by the following Formula (I): A-L-E-B  (I) wherein A is an affinity substance to an antibody, L is a divalent group comprising a leaving group, E is a divalent group comprising an electrophilic group (i) coupled with the leaving group and (ii) having ability to react with a nucleophilic group in the antibody, B is a bioorthogonal functional group, and the leaving group has ability to be cleaved and eliminated from E by a reaction between the nucleophilic group and the electrophilic group, or a salt thereof, and the like are useful for labelling antibodies.

公开(公告)号：US20240285788A1

公开(公告)日：2024-08-29

申请号：US18619910

申请日：2024-03-28

Applicant: Ajinomoto Co., Inc.

Inventor： Yutaka MATSUDA ,  Tomohiro WATANABE ,  Noriko HATADA ,  Tomohiro FUJII

IPC: A61K47/68

CPC classification number: A61K47/6811

Abstract: A conjugate of an antibody and a functional substance, comprising a structural unit represented by the following Formula (1):






wherein
Ig represents an immunoglobulin unit comprising two heavy chains and two light chains, and is bonded to LA adjacent to Ig via a thiol group in side chains of a plurality of cysteine residues in the two heavy chains and the two light chains,
HG represents a hydrophilic group or a monovalent group comprising a hydrophilic group,
CS represents a divalent group comprising a cleavable site,
ring A represents a divalent aromatic ring group optionally having a substituent wherein the divalent aromatic ring group constitutes a π electron conjugated system with the cleavable site,
V represents an oxygen atom, a sulfur atom, or an amino group (NH),
LA and LB each independently represent a divalent group,
D represents a functional substance, and
an average number n of the bonds per the immunoglobulin unit is 1.5 or more, or
a salt thereof, and
a substance associated therewith,

is excellent in desired properties.

公开(公告)号：US20240115719A1

公开(公告)日：2024-04-11

申请号：US18463903

申请日：2023-09-08

Applicant: Ajinomoto Co., Inc.

Inventor： Tomohiro FUJII ,  Kei YAMADA ,  Yutaka MATSUDA ,  Ryusuke HIRAMA ,  Noriko HATADA ,  Naoko ARASHIDA

IPC: A61K47/68 ,  C07K16/28

CPC classification number: A61K47/68031 ,  C07K16/2803

Abstract: Compounds or salts thereof represented by formula (I):






wherein
X indicates a leaving group,
Y indicates an affinity peptide having a binding region in a CH2 domain in an immunoglobulin unit comprising two heavy chains and two light chains,
M indicates a trivalent group linking the carbon atom in C═O adjacent to M and the carbon atom in C═W via a main chain portion consisting of 3 to 5 carbon atoms,
O indicates an oxygen atom,
S indicates a sulfur atom,
W indicates an oxygen atom or a sulfur atom,
N3 indicates an azide group,
La indicates a bond or a divalent group, and
Lb indicates a bond or a divalent group; and antibodies or salts thereof which can be prepared using such a compound or salt thereof, are useful for controlling the bonding ratio of an antibody and a modifying group within a desired range.

公开(公告)号：US20240000965A1

公开(公告)日：2024-01-04

申请号：US18354436

申请日：2023-07-18

Applicant: Ajinomoto Co., Inc.

Inventor： Noriko HATADA ,  Kei YAMADA ,  Yutaka MATSUDA ,  Tomohiro FUJII

IPC: A61K47/68

CPC classification number: A61K47/6889 ,  A61K47/6811

Abstract: Compounds and salts thereof represented by the following formula (I):






wherein
X indicates a leaving group,
Y indicates an affinity peptide having a binding region to a CH2 domain in an immunoglobulin unit containing two heavy chains and two light chains,
O indicates an oxygen atom,
S indicates a sulfur atom,
W indicates an oxygen atom or a sulfur atom,
La indicates a first linker,
Lb indicates a second linker, and
the total number of atoms constituting a main chain in the first linker and atoms constituting a main chain in the second linker are 5 to 7, facilitate regioselective modification of an antibody with a functional substance and control of the bonding ratio of the antibody to the functional substance within a desired range.