公开(公告)号：US20240366783A1

公开(公告)日：2024-11-07

申请号：US18666145

申请日：2024-05-16

Applicant: AJINOMOTO CO., INC.

Inventor： Kei YAMADA ,  Yutaka MATSUDA ,  Tomohiro FUJII ,  Natsuki SHIKIDA ,  Reiko YUJI ,  Kazutaka SHIMBO ,  Yuji ITO

IPC: A61K47/68 ,  C07K16/00 ,  C07K19/00

Abstract: The present invention provides a technique enabling modification of a soluble protein and in particular regioselective modification of a soluble protein. More specifically, the present invention provides a compound having an affinity substance to a soluble protein, a cleavable portion, and a reactive group represented by the following Formula (I): A-L-B-R  (I) wherein A is an affinity substance to a soluble protein; L is a cleavable linker which is a divalent group comprising a cleavable portion; B is (a) a divalent group comprising a bioorthogonal functional group or (b) a divalent group comprising no bioorthogonal functional group; and R is a reactive group to the soluble protein; or a salt thereof.

公开(公告)号：US20240218015A1

公开(公告)日：2024-07-04

申请号：US18598901

申请日：2024-03-07

Applicant: Ajinomoto Co., Inc.

Inventor： Yutaka MATSUDA ,  Yuichi NAKAHARA ,  Kei YAMADA ,  Keisuke KATO ,  Yuta ENDO ,  Brian Alan MENDELSOHN

IPC: C07K1/04 ,  C07K1/02

CPC classification number: C07K1/045 ,  C07K1/02

Abstract: A method for producing an intermediate antibody regioselectively modified, which comprises:



(1) mixing a solution comprising an antibody material and a solution comprising a reagent for regioselectively modifying an antibody in a micromixer to form a mixture comprising the antibody material and the reagent,
wherein the reagent comprises a compound comprising an affinity substance to an antibody and a reactive group to an antibody; and
(2) passing the mixture through a reaction channel to allow the antibody material and the reagent to react in the reaction channel to form a solution comprising an intermediate antibody regioselectively modified,
wherein the processes (1) and (2) are continuously performed in a flow microreactor,
is capable of rapidly producing a desired antibody derivative regioselectively having a functional substance or functional substances.

公开(公告)号：US20210139549A1

公开(公告)日：2021-05-13

申请号：US17119786

申请日：2020-12-11

Applicant: AJINOMOTO CO., INC.

Inventor： Kei YAMADA ,  Tomohiro FUJII ,  Natsuki SHIKIDA ,  Kazutaka SHIMBO

IPC: C07K14/47 ,  C07K16/00

Abstract: Compounds having an affinity substance to an antibody, a cleavable portion, and a reactive group, represented by the following Formula (I): A-L-B-R  (I) wherein A is the affinity substance an antibody, L is a cleavable linker which is a divalent group comprising the cleavable portion, B is (a) a divalent group comprising a bioorthogonal functional group or (b) a divalent group comprising no bioorthogonal functional group, and R is the reactive group to the antibody, in which the affinity substance to an antibody is a certain peptide, or a salt thereof are useful for the modification of an antibody, particularly the regioselective modification of an antibody.

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：US20240058473A1

公开(公告)日：2024-02-22

申请号：US18467134

申请日：2023-09-14

Applicant: Ajinomoto Co., Inc.

Inventor： Kei YAMADA ,  Yutaka MATSUDA ,  Ippei INOUE ,  Natsuki SHIKIDA ,  Kazutaka SHIMBO

IPC: A61K47/69 ,  A61K47/68

CPC classification number: A61K47/6949 ,  A61K47/6835 ,  A61K47/6889

Abstract: The present invention provides a highly controlled complex comprising an antibody and ferritin particles. More specifically, the present invention provides the inventions of a complex or salt thereof comprising (A) one IgG antibody and (B) two human ferritin particles comprising one or more human ferritin H chains linked thereto; and methods for producing the same.

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.

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：US20230279063A1

公开(公告)日：2023-09-07

申请号：US18062906

申请日：2022-12-07

Applicant: Ajinomoto Co., Inc.

Inventor： Kei YAMADA ,  Ippei INOUE ,  Natsuki SHIKIDA ,  Kazutaka SHIMBO

IPC: C07K14/47 ,  A61K47/64

CPC classification number: C07K14/47 ,  A61K47/64

Abstract: Controlling the number of modifying groups introduced into a surface of ferritin affords a modified ferritin containing a human ferritin H chain, in which the human ferritin H chain contains a modifying group that is covalently bonded specifically to a cysteine residue at position 91 and/or position 103 according to a reference position of a natural human ferritin H chain.

公开(公告)号：US20210300972A1

公开(公告)日：2021-09-30

申请号：US17241585

申请日：2021-04-27

Applicant: Ajinomoto Co., Inc.

Inventor： Kei YAMADA ,  Yoshihiko MATSUDA ,  Kazutoshi TAKAHASHI ,  Natsuki SHIKIDA ,  Kazutaka SHIMBO ,  Hayato NAGANO

IPC: C07K14/31 ,  C07K16/32

Abstract: Compounds having an affinity substance to an antibody, a cleavable portion, and a reactive group, or a salt thereof, are represented by the following Formula (I): A-L-B—R  (I) wherein A is an affinity substance to an antibody, L is a cleavable linker that is a divalent group comprising a cleavable portion, B is (a) a divalent group comprising a bioorthogonal functional group or (b) a divalent group comprising no bioorthogonal functional group, and R is a reactive group to the antibody, wherein the affinity substance to an antibody is a polypeptide comprising a glutamine residue (Q) at an N-terminal.

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.