2,3,4,5,6-pentafluorophenyl 3-((tert-butoxy)carbonyl-amino)propanoate | 127628-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2,3,4,5,6-pentafluorophenyl 3-((tert-butoxy)carbonyl-amino)propanoate
• 英文别名: 2,3,4,5,6-pentafluorophenyl 3-((tert-butoxy)carbonylamino)propanoate；N-tert-butyloxycarbonyl-β-alanine pentafluorophenyl ester；N-tert-butoxycarbonyl-β-alanine pentafluorophenyl ester；pentafluorophenyl 3-((tert-butoxycarbonyl)amino)propanoate；perfluorophenyl 3-((tert-butoxycarbonyl)amino)propanoate；tert-butyl 2-(perfluorophenoxycarbonyl)ethylcarbamate；(2,3,4,5,6-Pentafluorophenyl) 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
• CAS: 127628-28-8
• 化学式: C₁₄H₁₄F₅NO₄
• 分子量: 355.261
• InChiKey: YUBNPKYPYJLBEG-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75 °C
• 沸点：
  392.0±42.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,3,4,5,6-pentafluorophenyl 3-((tert-butoxy)carbonyl-amino)propanoate 以90%的产率得到
  参考文献：
  名称：

  TOPUZYAN, V. O.;EHDILYAN, A. S.;MNDZHOYAN, O. L., XIM.-FARMATS. ZH., 24,(1990) N, S. 17-19

  摘要：

  DOI：
• 作为产物：
  描述：

  Boc-beta-丙氨酸 以83%的产率得到
  参考文献：
  名称：

  TOPUZYAN, V. O.;EHDILYAN, A. S.;MNDZHOYAN, O. L., XIM.-FARMATS. ZH., 24,(1990) N, S. 17-19

  摘要：

  DOI：

文献信息

• Assessment of the sequence dependency for the binding of 2-aminonaphthyridine to the guanine bulge
  作者：Kazuhiko Nakatani、Souta Horie、Takashi Murase、Shinya Hagihara、Isao Saito

  DOI：10.1016/s0968-0896(03)00026-9

  日期：2003.5

  have studied the sequence dependent binding of 2-amino-1,8-naphthyridine derivative 1 to a single guanine bulge. The free energy changes for the binding to a guanine bulge with different sequence contexts (5'X_Y3'/3'X'GY'5') were determined by a curve fitting of the thermal denaturation profile of DNA in the presence and absence of 1. The data showed that (i) the binding of 1 to a guanine bulge is stronger

  我们已经研究了2-氨基-1,8-萘啶衍生物1对单个鸟嘌呤凸起的序列依赖性结合。在存在和不存在1的情况下，通过DNA的热变性图的曲线拟合确定与不同序列背景（5'X_Y3'/ 3'X'GY'5'）结合鸟嘌呤凸起的自由能变化。数据显示：（i）侧翼为GC碱基对的鸟嘌呤凸起与AT碱基对的结合力比AT碱基对强；（ii）鸟嘌呤3'端在复合物中的1'对复合物的稳定作用特别有效。 （iii）在1的存在下T（m）的增加并不是对序列依赖性结合的好估计。对于G_G / CGC的序列，观察到最有效的1-结合。
• Synthesis and evaluation of fluorogenic 2-amino-1,8-naphthyridine derivatives for the detection of bacteria
  作者：Linda Váradi、Mark Gray、Paul W. Groundwater、Andrew J. Hall、Arthur L. James、Sylvain Orenga、John D. Perry、Rosaleen J. Anderson

  DOI：10.1039/c2ob06986e

  日期：——

  Several novel fluorogenic N-aminoacylnaphthyridine substrates were synthesized in good yield and tested for their ability to detect pathogenic bacteria in agar-based cell culture. Simple 2-N-(β-alanyl)amino-5,7-dialkylnaphthyridine substrates were selectively hydrolysed by β-alanylaminopeptidase expressing bacteria, but were subject to diffusion in the agar medium. Diffusion was reduced in the 2-N-(β-alanyl)amino-7-alkylnaphthyridine substrates with longer alkyl chains, but inhibition of growth was increased. 2-N-(β-Alanyl)amino-7-octylnaphthyridine inhibited the growth of all species tested, except for strains resistant to colistin/polymyxin, providing a rationale for the development of substrates for the selective detection of drug resistant species in clinical samples.

  成功合成了几种新颖的含氟N-氨基酰萘啶底物，并测试了它们在琼脂培养基细胞培养中检测致病细菌的能力。简单的2-N-(β-丙氨酰)氨基-5,7-二烷基萘啶底物可被表达β-丙氨酰氨基肽酶的细菌特异性水解，但在琼脂介质中存在扩散现象。在具有较长烷基链的2-N-(β-丙氨酰)氨基-7-烷基萘啶底物中，扩散得到减少，但生长抑制作用增强。2-N-(β-丙氨酰)氨基-7-辛基萘啶对所有测试物种的生长均产生抑制作用，除了对多粘菌素/多黏菌素耐药的菌株，这为开发用于选择性检测临床样本中耐药物种的底物提供了理论依据。
• The synthesis of peptides using micro reactors
  作者：Paul Watts、Charlotte Wiles、Stephen J. Haswell、Esteban Pombo-Villar、Peter Styring

  DOI：10.1039/b102125g

  日期：——

  We have demonstrated the first application of multi-step synthesis within a micro reactor and have shown that peptides may be prepared in quantitative yield in a period of 20 min, compared with batch reactions where only moderate yields (40–50%) were obtained in a 24 h period.

  我们首次在微型反应器中应用了多步合成技术，并证明在 20 分钟内就可以制备出定量的多肽，而批量反应在 24 小时内只能获得中等产量（40%-50%）。
• Photoswitchable Unsymmetrical Ligand for DNA Hetero-Mismatches
  作者：Chikara Dohno、Tsuyoshi Yamamoto、Kazuhiko Nakatani

  DOI：10.1002/ejoc.200900323

  日期：2009.8

  Photoswitchable DNA-binding ligands should be useful for controlling diverse biological functions involving DNA and reversible assembly of DNA-based nanostructures. In work directed towards the development of photoswitchable ligands with various sequence specificities, we have elaborated an efficient synthesis of photoswitchable unsymmetrical ligands possessing pairs of different base recognition elements

  光开关 DNA 结合配体应该可用于控制涉及 DNA 和基于 DNA 的纳米结构的可逆组装的多种生物功能。在致力于开发具有各种序列特异性的光开关配体的工作中，我们详细阐述了具有不同碱基识别元件对的光开关不对称配体的有效合成。包含酰化氨基萘啶和氮杂喹诺酮作为其碱基识别元件的新型光开关配体可以响应光刺激与 CAG/CAG 序列结合。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Synthesis of 1H-pyrrolo[3,2-h]quinoline-8-amine derivatives that target CTG trinucleotide repeats
  作者：Jun Matsumoto、Jinxing Li、Chikara Dohno、Kazuhiko Nakatani

  DOI：10.1016/j.bmcl.2016.05.062

  日期：2016.8

  small molecules that bind to CTG trinucleotide repeats in DNA. 1H-Pyrrolo[3,2-h]quinoline-8-amine (PQA) has a tricyclic aromatic system with unique non-linear hydrogen-bonding surface complementary to thymine. We have synthesized a series of PQA derivatives with different alkylamino linkers. These PQAs showed binding to pyrimidine bulge DNAs and CNG (N = T and C) repeats depending on the linker structure

  我们描述了一种新的分子设计，合成以及与DNA中CTG三核苷酸重复序列结合的小分子的研究。1 H-吡咯并[3,2- h ]喹啉-8-胺（PQA）具有三环芳族体系，其独特的非线性氢键表面与胸腺嘧啶互补。我们合成了一系列具有不同烷基氨基接头的PQA衍生物。这些PQA显示与嘧啶凸出的DNA结合，并且CNG（N = T和C）重复序列取决于接头结构，而缺少吡咯环的喹啉衍生物显示出更低的结合亲和力。PQA是CTG和CCG重复结合的有用分子单元。