METHYLTETRAZINE-PEG5-NHSESTER,甲基四嗪-五聚乙二醇-琥珀酰亚胺酯 | 1802907-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: METHYLTETRAZINE-PEG5-NHSESTER,甲基四嗪-五聚乙二醇-琥珀酰亚胺酯
• 中文别名: 甲基四嗪-四聚乙二醇-NHS活性脂；2,5-二氧代吡咯烷-1-基1-(4-(6-甲基-1,2,4,5-四嗪-3-基)苯氧基)-3,6,9,12-四氧杂十五烷-15-酸酯；甲基四嗪-四聚乙二醇-琥珀酰亚胺酯；METHYLTETRAZINE-PEG4-NHS,甲基四嗪-五聚乙二醇-活性脂
• 英文名称: methyltetrazine-PEG5-NHS ester
• 英文别名: NHS-PEG₄-Tz；(2,5-dioxopyrrolidin-1-yl) 3-[2-[2-[2-[2-[4-(6-methyl-1,2,4,5-tetrazin-3-yl)phenoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
• CAS: 1802907-92-1
• 化学式: C₂₄H₃₁N₅O₉
• 分子量: 533.538
• InChiKey: SWSUSQWZOPGVKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  38
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  161
• 氢给体数：
  0
• 氢受体数：
  13

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  METHYLTETRAZINE-PEG5-NHSESTER,甲基四嗪-五聚乙二醇-琥珀酰亚胺酯 以 aq. phosphate buffer 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Antibody Clicking as a Strategy to Modify Antibody Functionalities on the Surface of Targeted Cells

  摘要：

  We established a methodology for initiating cross-linking of antibodies selectively on the cell surface through intermolecular copper-free click reactions facilitated by increased effective concentrations of antibodies binding to target antigens. Upon cross-linking of tetrazine- and bicyclononyne-modified trastuzumab on the surface of HER2-overexpressing cells, increased antibody uptake and activation of intracellular signaling were observed. Our findings demonstrate that the cross-linking reaction can significantly alter the biophysical properties of proteins, activating their unique functionalities on targeted cells to realize an increased cargo delivery and synthetic manipulation of cellular signaling.

  DOI：

  10.1021/jacs.0c05331
• 作为产物：
  描述：

  N-羟基丁二酰亚胺 、 C₂₀H₂₈N₄O₇ 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙腈 为溶剂， 以88%的产率得到METHYLTETRAZINE-PEG5-NHSESTER,甲基四嗪-五聚乙二醇-琥珀酰亚胺酯
  参考文献：
  名称：

  Antibody Clicking as a Strategy to Modify Antibody Functionalities on the Surface of Targeted Cells

  摘要：

  We established a methodology for initiating cross-linking of antibodies selectively on the cell surface through intermolecular copper-free click reactions facilitated by increased effective concentrations of antibodies binding to target antigens. Upon cross-linking of tetrazine- and bicyclononyne-modified trastuzumab on the surface of HER2-overexpressing cells, increased antibody uptake and activation of intracellular signaling were observed. Our findings demonstrate that the cross-linking reaction can significantly alter the biophysical properties of proteins, activating their unique functionalities on targeted cells to realize an increased cargo delivery and synthetic manipulation of cellular signaling.

  DOI：

  10.1021/jacs.0c05331

文献信息

• [EN] VIA CYCLOADDITION BILATERALLY FUNCTIONALIZED ANTIBODIES<br/>[FR] ANTICORPS FONCTIONNALISÉS BILATÉRALEMENT PAR CYCLOADDITION
  申请人：SYNAFFIX BV

  公开号：WO2021144314A1

  公开（公告）日：2021-07-22

  The present invention provides antibody-payload conjugates having a payload-to-antibody ratio of 1. The antibody-payload conjugate is according to structure (1): formula (1), wherein: - a, b, c and d are each independently 0 or 1; - e is an integer in the range of 0 - 10; - L1, L2 and L3 are linkers; - D is a payload; - BM is a branching moiety; - Su is a monosaccharide; - G is a monosaccharide moiety; - GlcNAc is an N-acetylglucosamine moiety; - Fuc is a fucose moiety; - Z are connecting groups. The invention further provides a method for preparing the antibody-payload conjugate according to the invention, an intermediate compound in that preparation method, and medical uses of the antibody-payload conjugate according to the invention.

  本发明提供了一种抗体-有效载荷偶联物，其有效载荷与抗体的比例为1。所述抗体-有效载荷偶联物如结构(1)所示：公式(1)，其中：- a、b、c和d每个独立地为0或1；- e是0至10之间的整数；- L1、L2和L3是连接臂；- D是有效载荷；- BM是分支基团；- Su是单糖；- G是单糖基团；- GlcNAc是N-乙酰葡萄糖胺基团；- Fuc是岩藻糖基团；- Z是连接基团。本发明还提供了根据本发明制备抗体-有效载荷偶联物的方法、该制备方法中的中间化合物，以及根据本发明的抗体-有效载荷偶联物的医疗用途。
• EPR imaging of sinapyl alcohol and its application to the study of plant cell wall lignification
  作者：Clémence Simon、Cédric Lion、Hania Ahouari、Hervé Vezin、Simon Hawkins、Christophe Biot

  DOI：10.1039/d0cc05218c

  日期：——

  Bioorthogonal chemical reporter strategy can be successfully combined with EPR spectroscopy in plant tissues to detect the incorporation of a tagged monolignol into the lignin polymer.

  生物正交化学报告策略可以成功地与植物组织中的EPR光谱学结合，以检测标记的单木质素（monolignol）是否被合并到木质素聚合物中。
• CHARGE-TAGGED NUCLEOTIDES AND METHODS OF USE THEREOF
  申请人：ILLUMINA, INC.

  公开号：US20200123193A1

  公开（公告）日：2020-04-23

  Provided is a method including detecting an incorporation of a labelled nucleotide into a nascent polynucleotide strand complementary to a template polynucleotide strand by a polymerase, wherein the polymerase is tethered to a solid support conductive channel by a tether and the labelled nucleotides is a compound of Formula I:

  提供了一种方法，包括检测聚合酶将标记核苷酸合并到与模板核苷酸链互补的新生多核苷酸链中，其中聚合酶通过一种系于固体支撑导电通道上的系带与之相连，而标记核苷酸是公式I的化合物。
• [EN] SITE-SPECIFIC ANTIBODY CONJUGATES AND THE METHODS FOR PREPARATION OF THE SAME<br/>[FR] CONJUGUÉS D'ANTICORPS SPÉCIFIQUES À UN SITE ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：GLYCO THERAPY BIOTECHNOLOGY CO LTD

  公开号：WO2022037665A1

  公开（公告）日：2022-02-24

  The present disclosure provides a site-specific protein conjugate and the method for preparation of the same. The protein conjugate comprising a protein and an oligosaccharide, wherein said oligosaccharide comprises (I) wherein: said GlcNAc is directly or indirectly linked to an amino acid of said protein; said Gal is a galactose; said (Fuc) is a fucose, b is 0 or 1; said Fuc* comprises a fucose or a fucose derivative linked to a molecule of interest (MOI), said protein comprises an antigen binding fragment and/or a Fc fragment.

  本公开提供了一种特定于位点的蛋白质共轭物及其制备方法。所述蛋白质共轭物包括蛋白质和寡糖，其中所述寡糖包括（I），其中：所述GlcNAc直接或间接连接到所述蛋白质的氨基酸上；所述Gal是半乳糖；所述（Fuc）是岩藻糖，b为0或1；所述Fuc*包括与感兴趣分子（MOI）连接的岩藻糖或岩藻糖衍生物，所述蛋白质包括抗原结合片段和/或Fc片段。
• [EN] MULTIFUNCTIONAL ANTIBODIES<br/>[FR] ANTICORPS MULTIFONCTIONNELS
  申请人：SYNAFFIX BV

  公开号：WO2022167689A9

  公开（公告）日：2022-11-10

  The present invention concerns multifunctional antibody construct containing at least one antibody Ab and two distinct payloads D1and D2of structure (1) or (2). Wherein L1, L2, L3, L4and L5are linkers; x1 and x2 are each individually an integer in the range of 1 – 8, wherein x1 + x2 = 2 - 10; BM is a branching moiety; m and n are each independently 0 or 1; x3 is an integer in the range of 1 - 4; and D1and D2are two distinct payloads selected from the group consisting of polypeptides, small molecules, cytotoxins and oligonucleotides, wherein at least one of D1and D2is a polypeptide. The multifunctional antibody construct according to invention are suitable for use in medicine, such as for use in the treatment of cancer, a viral infection, a bacterial infection, a neurological disease, an autoimmune disease, an eye disease, hypercholesterolemia and amyloidosis.

  本发明涉及一种多功能抗体构造体，该构造体包含至少一种抗体Ab和两种不同的结构（1）或（2）的有效载荷D1和D2。其中，L1、L2、L3、L4和L5是连接物；x1和x2分别是1-8范围内的整数，其中x1 + x2 = 2-10；BM是分支基团；m和n各自独立地为0或1；x3是1-4范围内的整数；D1和D2是从包括多肽、小分子、细胞毒素和寡核苷酸在内的一组不同有效载荷中选择的两种不同有效载荷，其中至少一个是多肽。本发明的多功能抗体构造体适用于医学，例如用于治疗癌症、病毒感染、细菌感染、神经系统疾病、自身免疫性疾病、眼部疾病、高胆固醇血症和淀粉样变性疾病。