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2° Amines to N-Nitrosamines: Reaction with NaNO201:20

2° Amines to N-Nitrosamines: Reaction with NaNO2

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Secondary amines react with nitrous acid to form N-nitrosamines, as depicted in Figure 1. Nitrous acid, a weak and unstable acid, is formed in situ from an aqueous solution of sodium nitrite and strong acids, such as hydrochloric acid or sulfuric acid, in cold conditions. In the presence of an acid, the nitrous acid gets protonated. The subsequent loss of water results in the formation of the electrophile known as nitrosonium ion.
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Single-Strand DNA Binding Proteins01:03

Single-Strand DNA Binding Proteins

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For successful DNA replication, the unwinding of double-stranded DNA must be accompanied by stabilization and protection of the separated single strands of the DNA. This crucial task is performed by single-strand DNA-binding (SSB) proteins. They bind to the DNA in a sequence-independent manner, which means that the nitrogenous bases of the DNA need not be present in a specific order for binding of SSB proteins to it. The binding of SSB proteins straightens single-stranded DNA (ssDNA) and makes...
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Nitropeptide Profiling and Identification Illustrated by Angiotensin II
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针对蛋白质S-化的弹头策略

Chen Zhang1, Hui Ye1, Duorui Ji1

  • 1Center of Drug Discovery, State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 211198, P. R. China.

Journal of the American Chemical Society
|July 12, 2025
PubMed
概括

研究人员开发了向的S-化剂 (TSNOs),以在体内修改像布鲁顿氨酸激酶 (BTK) 这样的蛋白质. 这种新的方法对癌症治疗具有前景,

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Resin-Assisted Capture Coupled with Isobaric Tandem Mass Tag Labeling for Multiplexed Quantification of Protein Thiol Oxidation
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相关实验视频

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科学领域:

  • 生物化学
  • 化学生物学
  • 癌症学

背景情况:

  • 蛋白质转化后修饰 (PTM) 在疾病发病过程中至关重要.
  • 由于氧化 (NO) 扩散,在体内治疗疾病的向蛋白质S- 化具有挑战性.
  • 对于PTM调节的现有策略,如化和乙化,已经取得了进展,但S-化仍未得到充分探索.

研究的目的:

  • 设计和合成针对体内S-化的新药.
  • 研究这些药物对布鲁顿氨酸激酶 (BTK) 和其他点的疗效.
  • 探索针对性S-化在癌症治疗中的治疗潜力.

主要方法:

  • 作为释放NO的弹头的α- ((NONOate-O2-yl) 甲基烯胺的设计和合成.
  • 通过将弹头连接到BTK特定的支架来开发有针对性的S-化剂 (TSNOs).
  • 在体外和体内蛋白质组学研究以确认BTK在Cys527的向性S-化.
  • 对抗瘤活性的评估和与ibrutinib比较的机制研究.

主要成果:

  • 成功合成了TSNO1-6化合物,这些化合物与BTK共同结合,并在现场释放NO.
  • 在细胞和组织蛋白质组分析中,TSNO1显示了BTK在Cys527的向化.
  • TSNO1在体外和体内表现出有前途的抗瘤活性.
  • 在Cys527的S- 化增强了Tyr551的BTK酸化抑制,从而改善了治疗效果.
  • 该策略已成功扩展到其他目标,如FGFR4和HER2.

结论:

  • 开发的弹头策略可以在体内对蛋白质S-化进行有针对性的调节.
  • 对于涉及异常BTK活动的疾病,TSNO是一种新的治疗方法.
  • 通过提供双重抑制机制,有针对性的S- 化比现有的共价抑制剂具有潜在的优势.