5-(1,4,7,10-tetraazacyclododecan-1-ylsulfonyl)-N,N-dimethylnaphthalen-1-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(1,4,7,10-tetraazacyclododecan-1-ylsulfonyl)-N,N-dimethylnaphthalen-1-amine
• 英文别名: 5-((1,4,7,10-tetraazacyclododecan-1-yl)sulfonyl)-N,N-dimethylnaphthalene-1-amine；dsc；N,N-dimethyl-5-(1,4,7,10-tetrazacyclododec-1-ylsulfonyl)naphthalen-1-amine
• 化学式: C₂₀H₃₁N₅O₂S
• 分子量: 405.564
• InChiKey: TTYFTQUHBLVXME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  85.1
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(1,4,7,10-tetraazacyclododecan-1-ylsulfonyl)-N,N-dimethylnaphthalen-1-amine 、 2-氯-N-(吡啶-2-基甲基)乙酰胺盐酸盐 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以32%的产率得到
  参考文献：
  名称：

  Towards understanding the design of dual-modal MR/fluorescent probes to sense zinc ions

  摘要：

  一系列新的钆配合物已经合成，用于测试设计双模探针的能力，这些探针可以在锌结合时显示荧光或弛豫率响应的变化。通过对探针参数的迭代更改，这些化合物揭示了成功成像锌离子所需的设计协议。

  DOI：

  10.1039/c4dt02981j
• 作为产物：
  描述：

  丹酰氯 在 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 99.0h， 生成 5-(1,4,7,10-tetraazacyclododecan-1-ylsulfonyl)-N,N-dimethylnaphthalen-1-amine
  参考文献：
  名称：

  DNA 碱基翻转的选择性非共价检测

  摘要：

  碱基翻转，即核碱基到螺旋外位置的构象变化，是受损 DNA 酶促修复的关键步骤。一种可以检测游离溶液中翻转物种而不对 DNA 进行共价修饰的分析将是可取的。报道了一种简单、灵敏且快速的检测方法的设计和合成，该检测方法使用锌循环和常用的荧光报告基团丹磺酰与嘧啶进行特异性非共价结合。锌循环单元与翻转出的胸腺嘧啶碱基的结合导致丹酰基团的荧光特性发生变化，这不同于与双链 DNA 的非特异性结合或插入翻转入或翻转出的物种。使用荧光光谱和检测在 533 ± 5 nm 处测试该测定，使用正常和无碱基双链 DNA 作为阴性和阳性对照。将获得的数据拟合到单位点结合模型，以确定涉及碱基翻转的两步过程的平衡常数......

  DOI：

  10.1021/ja056274+

文献信息

• Structural Basis for Bifunctional Zinc(II) Macrocyclic Complex Recognition of Thymine Bulges in DNA
  作者：Imee Marie A. del Mundo、Kevin E. Siters、Matthew A. Fountain、Janet R. Morrow

  DOI：10.1021/ic3004245

  日期：2012.5.7

  10-tetraazacyclododecane (cy4q) binds selectively to thymine bulges in DNA and to a uracil bulge in RNA. Binding constants are in the low-micromolar range for thymine bulges in the stems of hairpins, for a thymine bulge in a DNA duplex, and for a uracil bulge in an RNA hairpin. Binding studies of Zn(cy4q) to a series of hairpins containing thymine bulges with different flanking bases showed that the complex

  1-（4-喹啉基）甲基-1,4,7,10-四氮杂环十二烷（cy4q）的锌（II）络合物选择性结合DNA中的胸腺嘧啶凸起和RNA中的尿嘧啶凸起。对于发夹茎中的胸腺嘧啶隆起，在DNA双链体中的胸腺嘧啶隆起和在RNA发夹中的尿嘧啶隆起，结合常数在低微摩尔范围内。Zn（cy4q）与一系列含有不同侧翼碱基的胸腺嘧啶凸起的发夹的结合研究表明，该复合物对胸腺嘧啶凸起与邻近的嘌呤具有中等选择性。最牢固结合的Zn（cy4q）–DNA胸腺嘧啶凸出加合物的解离常数比具有完全互补茎的相似序列或含有胞嘧啶，鸟嘌呤或腺嘌呤的凸出更紧密100倍。为了探讨悬垂基团的作用，另外三种含有1,4,7，N，N-二甲基萘-1-胺（dsc）。Zn（cybp）复合物以适度的亲和力结合，但对胸腺嘧啶凸起的DNA发夹和缺乏凸起的DNA的选择性很小。同样，Zn（dsc）与胸腺嘧啶凸起和具有完全互补茎的发夹均弱结合。cy2q的锌（II）配合物具有与Zn
• Development of dansyl based copper(<scp>ii</scp>) complex to detect hydrogen sulfide in hypoxia
  作者：Jee Young Kim、Swarbhanu Sarkar、Kondapa Naidu Bobba、Phuong Tu Huynh、Abhinav Bhise、Jeongsoo Yoo

  DOI：10.1039/c9ob00948e

  日期：——

  Hydrogen sulfide (H₂S) has been detected by fluorescence imaging in living cells under hypoxia.

  硫化氢（H2S）已经在缺氧条件下的活细胞中通过荧光成像检测到。
• RADIOACTIVE PROBE FOR DETECTING HYDROGEN SULFIDE
  申请人：Kyungpook National University Industry-Academic Cooperation Foundation

  公开号：EP3281643A2

  公开（公告）日：2018-02-14

  Provided is a probe for detecting in vivo hydrogen sulfide, specifically, a probe for detecting hydrogen sulfide including a complex compound into which a radioactive isotope Cu is introduced. According to specific embodiments of the present disclosure, as a result of real-time observing animal models, in which hydrogen sulfide involved in various diseases is generated in a large quantity, through optical and nuclear medicine imaging, the probe for detecting hydrogen sulfide according to the present disclosure may selectively bind with hydrogen sulfide to provide images of a site where hydrogen sulfide has abnormally increased in a cell or a tissue, thereby detecting a disease in an unexpected site without affecting the anatomical properties of the body. In addition, the probe for detecting hydrogen sulfide quickly reacts with hydrogen sulfide, thereby solving the existing problem of waiting a predetermined time for testing after an imaging agent is injected. Accordingly, the probe may be effectively used as a means for diagnosing diseases, such as a composition for imaging, an imaging method, etc.

  提供了一种用于检测体内硫化氢的探针，具体来说，是一种用于检测硫化氢的探针，其中包括引入了放射性同位素铜的复合物。根据本公开的具体实施例，通过实时观察动物模型，可以大量生成涉及各种疾病的硫化氢，通过光学和核医学成像，根据本公开的检测硫化氢的探针可以选择性地与硫化氢结合，提供细胞或组织中硫化氢异常增加的部位的图像，从而在不影响身体解剖特性的情况下检测意外部位的疾病。此外，用于检测硫化氢的探针与硫化氢迅速反应，从而解决了注射成像剂后等待预定时间进行测试的现有问题。因此，该探针可以有效用作诊断疾病的手段，如成像组合物、成像方法等。
• Radioactive probe for detecting hydrogen sulfide
  申请人：KYUNGPOOK NATIONAL UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION

  公开号：US10583206B2

  公开（公告）日：2020-03-10

  Provided is a probe for detecting in vivo hydrogen sulfide, specifically, a probe for detecting hydrogen sulfide including a complex compound into which a radioactive isotope Cu is introduced. According to specific embodiments of the present disclosure, as a result of real-time observing animal models, in which hydrogen sulfide involved in various diseases is generated in a large quantity, through optical and nuclear medicine imaging, the probe for detecting hydrogen sulfide according to the present disclosure may selectively bind with hydrogen sulfide to provide images of a site where hydrogen sulfide has abnormally increased in a cell or a tissue, thereby detecting a disease in an unexpected site without affecting the anatomical properties of the body. Accordingly, the probe may be effectively used as a means for diagnosing diseases, such as a composition for imaging, an imaging method, etc.

  本发明提供了一种用于检测体内硫化氢的探针，具体地说，是一种用于检测硫化氢的探针，包括一种引入放射性同位素Cu的复合化合物。根据本公开的具体实施例，由于通过光学和核医学成像实时观察动物模型，其中涉及各种疾病的硫化氢大量产生，根据本公开的用于检测硫化氢的探针可选择性地与硫化氢结合，提供硫化氢在细胞或组织中异常增加的部位的图像，从而在不影响人体解剖学特性的情况下检测意外部位的疾病。因此，该探针可有效地用作诊断疾病的手段，如成像组合物、成像方法等。
• [EN] RADIOACTIVE PROBE FOR DETECTING HYDROGEN SULFIDE<br/>[FR] SONDE RADIOACTIVE POUR LA DÉTECTION DE SULFURE D'HYDROGÈNE<br/>[KO] 황화수소 검출용 방사성 프로브
  申请人：KYUNGPOOK NAT UNIV INDUSTRY-ACADEMIC COOP FOUND

  公开号：WO2016163727A2

  公开（公告）日：2016-10-13

  본 발명은 생체 내 황화수소 검출용 프로브에 관한 것으로서, 구체적으로는 방사성 동위원소 Cu가 도입된 착화합물을 포함하는 황화수소 검출용 프로브에 관한 것이다. 본 발명의 여러 구현예에 따르면, 다양한 질병에 관여하고 있는 황화수소가 많이 발생한 동물 모델을 이용하여 광학, 핵의학 영상 등을 통해 실시간 관찰한 결과, 본 발명에 따른 황화수소 검출용 프로브는 황화수소와 선택적으로 결합하여, 세포 또는 조직 내에서 황화수소가 비정상적으로 증가된 부위를 선택적으로 영상화할 수 있어, 신체 부위의 해부학적 특성에 영향을 주지 않으므로 전혀 예측하지 못한 부분의 질병도 발견할 수 있을 뿐만 아니라, 상기 황화수소 검출용 프로브는 황화수소와 반응 속도가 빨라 종래 영상화제 투여 후 일정시간이 지난 다음 검사를 하는 문제점을 해결할 수 있으므로 영상화용 조성물 또는 영상화 방법 등 질병 진단 수단으로 유용하게 이용될 수 있다.