|本期目录/Table of Contents|

[1]杨丽萍,曹小冬.2-磺酸-4-硫代丁酸类抗体-药物偶联物连接子的合成[J].浙江理工大学学报,2023,49-50(自科三):374-378.
 YANG Liping,CAO Xiaodong.Synthesis of 2-sulfonic acid-4-thiobutanoic acid antibody drug conjugate linker[J].Journal of Zhejiang Sci-Tech University,2023,49-50(自科三):374-378.
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2-磺酸-4-硫代丁酸类抗体-药物偶联物连接子的合成()
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浙江理工大学学报[ISSN:1673-3851/CN:33-1338/TS]

卷:
第49-50卷
期数:
2023年自科第三期
页码:
374-378
栏目:
出版日期:
2023-05-31

文章信息/Info

Title:
Synthesis of 2-sulfonic acid-4-thiobutanoic acid antibody drug conjugate linker
文章编号:
1673-3851 (2023) 05-0374-05
作者:
杨丽萍曹小冬
浙江理工大学理学院,杭州 310018
Author(s):
YANG Liping CAO Xiaodong
School of Science, Zhejiang Sci-Tech University, Hangzhou 310018, China
关键词:
抗体-药物偶联物连接子2-磺酸基-4-(2-吡啶二硫代)丁酸2-磺酸基-4-(三甲苯基硫代)丁酸巯基保护磺酰化
分类号:
O622-6
文献标志码:
A
摘要:
设计并合成成本低廉但功能相近的Sulfo SPDB类似物2-磺酸基-4-(三甲苯基硫代)丁酸,以降低抗体-药物偶联物(Antibody drug conjugate, ADC)亲水性连接子2-磺酸基-4-(2-吡啶二硫代)丁酸(Sulfo-SPDB)的制备成本。以4-巯基丁酸为起始原料,通过取代、磺酰化、还原、巯基保护等四个步骤制得Sulfo-SPDB类似物。通过优化反应条件,目标产物的总产率可达85%;采用质谱、紫外、1H-NMR对产物的结构进行表征和分析,结果显示产物确为目标产物。该合成路线具有原料易得、反应条件温和、操作简便、能耗低等特点,对Sulfo-SPDB衍生物的合成具有借鉴意义。

参考文献/References:

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2Beck A, Haeuw J F, Wurch T, et al. The next generation of antibody-drug conjugates comes of ageJ. Discovery Medicine, 2010, 10(53): 329-339.

3Fu Z W, Li S J, Han S F, et al. Antibody drug conjugate: the biological missilefor targeted cancer therapyJ. Signal Transduction and Targeted Therapy, 2022, 7(4): 1066-1090.

4Moore K N, Martin L P, OMalley D M, et al. Safety and activity of mirvetuximab soravtansine (IMGN 853), a folate receptor alpha-targeting antibody-drug conjugate, in platinum-resistant ovarian, fallopian tube, or primary peritoneal cancer: a phase I expansion studyJ. Journal of Clinical Oncology: Official Journal of the American Society of Clinical Oncology, 2017, 35(10): 1112-1118.

5Whiteman K R, Johnson H A, Sun X X, et al. Anti-tumor activity and pharmacokinetics of the anti-FOLR1-maytansinoid conjugate IMGN853 is maintained over a wide range of maytansinoid-to-antibody ratiosJ. Cancer Research, 2012, 72(8): 4628-4628.

6Salomon P L, Singh R. Sensitive ELISA method for the measurement of catabolites of antibody-drug conjugates (ADCs) in target cancer cellsJ. Molecular Pharmaceutics, 2015, 12(6): 1752-1761.

7Beck A, Goetsch L, Dumontet C, et al. Strategies and challenges for the next generation of antibody-drug conjugatesJ. Nature Reviews Drug Discovery, 2017, 16(5): 315-337.

8Ab O, Whiteman K R, Bartle L M, et al. IMGN853, a folate receptor-α (FRα)-targeting antibody-drug conjugate, exhibits potent targeted antitumor activity against FRα-expressing tumorsJ. Molecular Cancer Therapeutics, 2015, 14(7): 1605-1613.

9Zhao R Y, Wilhelm S D, Audette C, et al. Synthesis and evaluation of hydrophilic linkers for antibody-maytansinoid conjugatesJ. Journal of Medicinal Chemistry, 2011, 54(10): 3606-3623.

10Jayasinha Arachchige R M. Development of new paramagnetic tags for solid state NMR structural studies of natively diamagnetic proteinsD. Columbus: The Ohio State University, 2014: 18-22.

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相似文献/References:

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备注/Memo

备注/Memo:
收稿日期: 2022-12-07
网络出版日期:2023-04-10

作者简介: 杨丽萍(1996-),女,安徽滁州人,硕士研究生,主要从事有机合成方面的研究
通信作者: 曹小冬,sheidon.cao@eubulusbio.com

更新日期/Last Update: 2023-09-08