Fmoc-Lys(Boc)-O^tBu | 129460-15-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-Lys(Boc)-O^tBu
• 英文别名: (S)-tert-Butyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoate；tert-butyl (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate
• CAS: 129460-15-7
• 化学式: C₃₀H₄₀N₂O₆
• 分子量: 524.657
• InChiKey: LOSDSFHOKANAGM-VWLOTQADSA-N

物化性质

• 沸点：
  670.5±55.0 °C(Predicted)
• 密度：
  1.135±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  38
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 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：

  Fmoc-Lys(Boc)-O^tBu 在 盐酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 以22.6 g的产率得到Fmoc-L-Lys(OtBu) hydrochloride
  参考文献：
  名称：

  [EN] FIBROBLAST ACTIVATION PROTEIN-TARGETED COMPOSITIONS AND METHODS OF USE THEREOF
  [FR] COMPOSITIONS CIBLANT DES PROTÉINES D'ACTIVATION DES FIBROBLASTES ET LEURS MÉTHODES D'UTILISATION

  摘要：

  Disclosed are compounds, compositions, and methods useful for imaging and treating tumor cells in a subject. In particular, the compounds have the structure of Formula I is useful in the dislocsed imaging methods : (I). The variables in Formula (I) are defined herein.

  公开号：

  WO2024026072A1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 在 4-二甲氨基吡啶 作用下， 以70%的产率得到Fmoc-Lys(Boc)-O^tBu
  参考文献：
  名称：

  一种有效且可扩展的强效 TLR2 激动剂 PAM2CSK4 合成†

  摘要：

  二酰化 PAM 2 CSK 4是一种非常昂贵的脂肽，具有理想的水溶性和广谱的细胞因子/趋化因子诱导作用，是一种最有效的双重（人和鼠）Toll-Like Receptor-2 (TLR2) 激动剂。除了这些令人兴奋的特性外，它的合成过程在文献中也没有报道。本报告描述了一种高效且可扩展的 20 步 PAM 2 CSK 4合成方法，收率良好（所有步骤 > 60%），并清楚地描述了每个步骤中采用的障碍和简单的解决方案。总体而言，采用了收敛合成方法，包括合成适当保护的起始材料、合成关键骨架骨架 PAM 2CS，四赖氨酸片段的合成和最终偶联产生PAM 2 CSK 4。在许多步骤中大规模避免了繁琐的柱层析。

  DOI：

  10.1039/c8ra01387j

文献信息

• Synthesis and luminescence properties of new red-shifted absorption lanthanide(iii) chelates suitable for peptide and protein labelling
  作者：Nicolas Maindron、Séverine Poupart、Maxime Hamon、Jean-Baptiste Langlois、Nelly Plé、Ludovic Jean、Anthony Romieu、Pierre-Yves Renard

  DOI：10.1039/c0ob00832j

  日期：——

  The synthesis and photo-physical properties of an original bis-pyridinylpyrazine chromophore efficiently sensitising europium(III) and samarium(III) are described. The corresponding lanthanide(III) complexes display in aqueous solutions a maximum excitation wavelength which is significantly red-shifted compared to the usual terpyridine-based chelates, and a valuable luminescence brightness above 2

  描述了有效地使-（III）和sa（III）敏化的原始双吡啶基吡嗪发色团的合成和光物理性质。相应的镧系元素（III）配合物在水溶液中显示出最大激发波长，该波长与通常的基于联吡啶的螯合物相比显着红移，并且在345 nm处高于2000 dm 3 mol -1 cm -1的有价值的发光亮度为用with（III）导数。还研究了三种不同生物缀合手柄的进一步功能化，并评估和比较了它们有效标记模型六肽的能力。最后，在涉及单克隆抗体的代表性标记实验中使用了最佳的可生物结合的euro（III）螯合物，相应生物结合物的发光特性仍然令人满意。
• Quenching of the long-lived Ru(ii)bathophenanthroline luminescence for the detection of supramolecular interactions
  作者：Rolf A. Kramer、Eva K. Kainmüller、Roman Flehr、Michael U. Kumke、Willi Bannwarth

  DOI：10.1039/b800357b

  日期：——

  study based on tailor-made peptide sequences for a new robust luminescence probe-system using the long-lived luminescence of a Ru(II)-bathophenanthroline complex in combination with an efficient anthraquinone-type quencher is presented. Due do their high chemical stability, both dyes can be introduced during solid-phase peptide synthesis avoiding post-synthetic labelling. Photophysical measurements

  提出了基于量身定制的肽序列的新的鲁棒性发光探针系统的可行性研究，该系统使用Ru（II）-巴菲咯啉络合物的长寿命发光与有效的蒽醌型猝灭剂相结合。由于它们的高化学稳定性，两种染料都可以在固相肽合成过程中引入，从而避免了合成后标记。光物理测量显示Ru-络合物（65-68％）的发光强烈淬灭，这也由衰减时间测量得到的计算证实。长寿命的发光允许采用时间门控检测方案，该方案可以减少基质成分的任何发光贡献。
• Antitumor agents 7. Synthesis, antiproliferative activity and molecular modeling of new l-lysine-conjugated pyridophenoxazinones as potent DNA-binding ligands and topoisomerase IIα inhibitors
  作者：Silvana Pedatella、Carmen Cerchia、Michele Manfra、Anna Cioce、Adele Bolognese、Antonio Lavecchia

  DOI：10.1016/j.ejmech.2019.111960

  日期：2020.2

  A series of L-lysine-conjugated pyridophenoxazinones 2-5 and 2'-5' were designed and synthesized for developing compounds with multimodal anticancer potentialities. All compounds inhibited the proliferation of a panel of human liquid and solid neoplastic cell lines. 2 and 5 were the most active compounds with IC50 values in the submicromolar range. UV-vis, H-1 NMR, unwinding, and docking experiments demonstrated that they intercalate between the middle 5'-GC-3' base pairs with the carboxamide side chain lying into major groove. Charge-transfer contribution to the complex stability, evaluated by ab initio calculations, was found to correlate with cytotoxicity. Relaxation and cleavage assays showed that 2 and 5 selectively target Topo II alpha, over Topo II beta and stimulate the formation of covalent Topo II-DNA complexes, functioning as poisons. Moreover, compound 5 induced DNA damage and arrested MCF-7 cells at the G2/M phase. Altogether, the work provides interesting structure-activity relationships in the pyridophenoxazinone-L-lysine conjugate series and identifies 5 as a promising candidate for further in vivo evaluation. (C) 2019 Elsevier Masson SAS. All rights reserved.