2-azido-N-[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]oxyacetamide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-azido-N-[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxy-1-oxohexan-2-yl]oxyacetamide
• 化学式: C8H14N4O7
• 分子量: 278.22
• InChiKey: FOZSGDKXHQKCSN-HETMPLHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  151
• 氢给体数：
  5
• 氢受体数：
  9

文献信息

• [EN] MODIFIED ANTIBODY, ANTIBODY-CONJUGATE AND PROCESS FOR THE PREPARATION THEREOF<br/>[FR] ANTICORPS MODIFIÉ, ANTICORPS-CONJUGUÉ ET PROCÉDÉ DE PRÉPARATION ASSOCIÉ
  申请人：SYNAFFIX BV

  公开号：WO2014065661A1

  公开（公告）日：2014-05-01

  The present invention relates to an antibody comprising a GlcNAc-S(A)x substituent, wherein S(A)x is a sugar derivative comprising x functional groups A wherein A is independently selected from the group consisting of an azido group, a keto group and an alkynyl group and x is 1, 2, 3 or 4, wherein said GlcNAc-S(A)x substituent is bonded to the antibody via CI of the N-acetylglucosamine of said GlcNAc-S(A)x substituent, and wherein said N-acetylglucosamine is optionally fucosylated. The invention also relates to an antibody-conjugate, in particular to an antibody- conjugate according to the Formula (20) or (20b), wherein AB is an antibody, S is a sugar or a sugar derivative, D is a molecule of interest, and wherein said N- acetylglucosamine is optionally fucosylated (b is 0 or 1). The invention further relates to a process for the preparation of a modified antibody, to a process for the preparation of an antibody-conjugate, and to said antibody-conjugate for use as a medicament. In addition, the invention relates to a kit of parts comprising an azide-modified antibody and a linker-conjugate, wherein said linker-conjugate comprises a (hetero)cycloalkynyl group and one or more molecules of interest.

  本发明涉及一种包含GlcNAc-S(A)x取代基的抗体，其中S(A)x是一种包含x个功能基团A的糖衍生物，其中A是从包括偶氮基、酮基和炔基的组中独立选择的，x为1、2、3或4，其中所述的GlcNAc-S(A)x取代基通过所述的GlcNAc-S(A)x取代基的N-乙酰葡萄糖胺的CI与抗体结合，其中所述的N-乙酰葡萄糖胺可选择地被岩藻糖化。本发明还涉及一种抗体结合物，特别是根据式（20）或（20b）的抗体结合物，其中AB是一种抗体，S是一种糖或糖衍生物，D是一种感兴趣的分子，其中所述的N-乙酰葡萄糖胺可选择地被岩藻糖化（b为0或1）。本发明还涉及一种改性抗体的制备方法，一种抗体结合物的制备方法，以及用作药物的所述抗体结合物。此外，本发明还涉及一种部件套件，包括偶氮基修饰的抗体和连接物结合物，其中所述的连接物结合物包括（杂）环炔基团和一个或多个感兴趣的分子。
• MODIFIED ANTIBODY, ANTIBODY-CONJUGATE AND PROCESS FOR THE PREPARATION THEREOF
  申请人：SYNAFFIX B.V.

  公开号：US20150258210A1

  公开（公告）日：2015-09-17

  The present invention relates to an antibody comprising a GlcNAc-S(A) x substituent, wherein S(A) x is a sugar derivative comprising x functional groups A wherein A is independently selected from the group consisting of an azido group, a keto group and an alkynyl group and x is 1, 2, 3 or 4, wherein said GlcNAc-S(A) x substituent is bonded to the antibody via CI of the N-acetylglucosamine of said GlcNAc-S(A) x substituent, and wherein said N-acetylglucosamine is optionally fucosylated. The invention also relates to an antibody-conjugate, in particular to an antibody-conjugate according to the Formula (20) or (20b), wherein AB is an antibody, S is a sugar or a sugar derivative, D is a molecule of interest, and wherein said N-acetylglucosamine is optionally fucosylated (b is 0 or 1). The invention further relates to a process for the preparation of a modified antibody, to a process for the preparation of an antibody-conjugate, and to said antibody-conjugate for use as a medicament. In addition, the invention relates to a kit of parts comprising an azide-modified antibody and a linker-conjugate, wherein said linker-conjugate comprises a (hetero)cycloalkynyl group and one or more molecules of interest.

  本发明涉及一种抗体，包括GlcNAc-S（A）x取代基，其中S（A）x是一种糖衍生物，包括x个功能基团A，其中A独立地选自于由偶氮基团、酮基团和炔基团组成的群体，x为1、2、3或4，其中所述的GlcNAc-S（A）x取代基通过所述GlcNAc-S（A）x取代基的N-乙酰葡萄糖胺的CI键与抗体结合，其中所述的N-乙酰葡萄糖胺可选择性地被岩藻糖化。本发明还涉及一种抗体共轭物，特别是按照公式（20）或（20b）的抗体共轭物，其中AB是一种抗体，S是一种糖或糖衍生物，D是一种感兴趣的分子，其中所述的N-乙酰葡萄糖胺可选择性地被岩藻糖化（b为0或1）。本发明还涉及一种改性抗体的制备方法，一种抗体共轭物的制备方法，以及用作药物的所述抗体共轭物。此外，本发明还涉及一种部件套件，包括偶氮化改性抗体和连接物共轭物，其中所述连接物共轭物包括一个（杂）环炔基团和一个或多个感兴趣的分子。
• MODIFIED GLYCOPROTEIN, PROTEIN-CONJUGATE AND PROCESS FOR THE PREPARATION THEREOF
  申请人：SYNAFFIX B.V.

  公开号：US20160250347A1

  公开（公告）日：2016-09-01

  Glycoproteins comprising a glycan of the formula (102) are disclosed; wherein b is 0 or 1; the GlcNAc residue optionally fucosylated; and Su(A) x is a sugar derivative comprising x functional groups A, wherein x is 1, 2, 3 or 4 and A is independently selected from the group consisting of an azido group, a keto group, an alkynyl group, a thiol group, a halogen, a sulfonyloxy group, a halogenated acetamido group, a mercaptoacetamido group and a sulfonylated hydroxyacetamido group. Protein-conjugates having glycoproteins according to the invention conjugated to a molecule of interest (e.g., an active substance) are also disclosed. Examples include modified antibodies, antibody-conjugates, and antibody-drug conjugates (ADCs). Processes for the preparation of the modified glycoproteins according to the invention and methods for the preparation of a protein-conjugate according to the invention are mentioned.

  本发明揭示了一种包含公式（102）的糖蛋白；其中b为0或1；GlcNAc残基可以选择性地被岩藻糖基化；Su（A）是一种糖衍生物，包括x个功能基团A，其中x为1、2、3或4，A独立地选择自由基组，包括偶氮基、酮基、炔基、硫醇基、卤素、磺酰氧基、卤代乙酰胺基、巯基乙酰胺基和磺酰化羟基乙酰胺基。 本发明还揭示了将本发明中的糖蛋白共轭到感兴趣的分子（例如，活性物质）上的蛋白质共轭物。例如，包括改性抗体、抗体共轭物和抗体药物共轭物（ADC）。还提及了制备本发明中改性糖蛋白的方法以及制备本发明中蛋白质共轭物的方法。
• Modified antibody, antibody-conjugate and process for the preparation thereof
  申请人：SynAfflix B.V.

  公开号：US10745488B2

  公开（公告）日：2020-08-18

  The present invention relates to an antibody comprising a GlcNAc-S(A)x substituent, wherein S(A)x is a sugar derivative comprising x functional groups A wherein A is independently selected from the group consisting of an azido group, a keto group and an alkynyl group and x is 1, 2, 3 or 4, wherein said GlcNAc-S(A)x substituent is bonded to the antibody via CI of the N-acetylglucosamine of said GlcNAc-S(A)x substituent, and wherein said N-acetylglucosamine is optionally fucosylated. The invention also relates to an antibody-conjugate, in particular to an antibody-conjugate according to the Formula (20) or (20b), wherein AB is an antibody, S is a sugar or a sugar derivative, D is a molecule of interest, and wherein said N-acetylglucosamine is optionally fucosylated (b is 0 or 1). The invention further relates to a process for the preparation of a modified antibody, to a process for the preparation of an antibody-conjugate, and to said antibody-conjugate for use as a medicament. In addition, the invention relates to a kit of parts comprising an azide-modified antibody and a linker-conjugate, wherein said linker-conjugate comprises a (hetero)cycloalkynyl group and one or more molecules of interest.

  本发明涉及一种包含 GlcNAc-S(A)x 取代基的抗体，其中 S(A)x 是包含 x 个官能团 A 的糖衍生物，其中 A 独立选自由叠氮基、酮基和炔基组成的组，且 x 为 1、2、3 或 4、其中所述 GlcNAc-S(A)x 取代基通过所述 GlcNAc-S(A)x 取代基的 N-乙酰葡糖胺的 CI 键合到抗体上，且所述 N-乙酰葡糖胺任选被岩藻糖基化。本发明还涉及一种抗体结合物，特别是涉及一种符合式（20）或（20b）的抗体结合物，其中 AB 是抗体，S 是糖或糖衍生物，D 是相关分子，并且其中所述 N-乙酰葡糖胺是可选的岩藻糖基化（b 为 0 或 1）。本发明还涉及一种制备修饰抗体的工艺、一种制备抗体结合物的工艺以及用作药物的所述抗体结合物。此外，本发明还涉及一种由叠氮修饰的抗体和连接体-共轭物组成的试剂盒，其中所述连接体-共轭物包括一个（杂）环炔基和一个或多个相关分子。
• GLYCOENGINEERED ANTIBODY, ANTIBODY-CONJUGATE AND METHODS FOR THEIR PREPARATION
  申请人：SynAffix B.V.

  公开号：EP2935611A1

  公开（公告）日：2015-10-28