{2-[2-(2-tert-butoxycarbonylaminoacetylamino)acetylamino]acetylamino}acetic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: {2-[2-(2-tert-butoxycarbonylaminoacetylamino)acetylamino]acetylamino}acetic acid
• 英文别名: Boc-(Gly)4-OH；Boc-gly；tBOC-tetraglycine；Boc-Gly-Gly-Gly-Gly-OH；2-[[2-[[2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]acetyl]amino]acetic acid
• 化学式: C₁₃H₂₂N₄O₇
• 分子量: 346.34
• InChiKey: BWUKZCIJVKIEFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  163
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  {2-[2-(2-tert-butoxycarbonylaminoacetylamino)acetylamino]acetylamino}acetic acid 在 三氟乙酸 作用下， 反应 2.0h， 生成 四聚甘胺酸
  参考文献：
  名称：

  线性低聚甘氨酸的自发和促进结合

  摘要：

  合成了在其 C 末端带有羧基或酰胺基团的各种长度的线性寡甘氨酸以及它们的聚（丙烯酰胺）缀合物。对于游离寡甘氨酸 H-(Gly)m-OH (m = 3-5)，未观察到自组装成超分子结构。同时，低聚甘氨酰胺 H-(Gly)m-NH2 (m = 3-5) 展示了在水溶液中自组装和通过与表面的额外相互作用促进组装的能力。在聚合物结合的低聚甘氨酸（及其酰胺）的情况下，正如预期的那样，没有观察到肽链的分子内聚集。这意味着在一个中心存在多个相互结合的寡聚甘氨酸链并不是多聚甘氨酸 II 型结合的必要先决条件。

  DOI：

  10.1134/s1068162006050049
• 作为产物：
  描述：

  Boc-GGGG-OCH2Ph 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、275.8 kPa 条件下， 反应 1.0h， 以98%的产率得到{2-[2-(2-tert-butoxycarbonylaminoacetylamino)acetylamino]acetylamino}acetic acid
  参考文献：
  名称：

  Synthesis of chimeric tetrapeptide-linked cholic acid derivatives: Impending synergistic agents

  摘要：

  Tetrapeptides derived from glycine and beta-alanine were hooked at the C-3 beta position of the modified cholic acid to realize novel linear tetrapeptide-linked cholic acid derivatives. All the synthesized compounds were tested against a wide variety of microorganisms (Gram-negative bacteria, Gram-positive bacteria and fungi) and their cytotoxicity was evaluated against human embryonic kidney (HEK293) and human mammary adenocarcinoma (MCF-7) cell lines. While relatively inactive by themselves, these compounds interact synergistically with antibiotics such as fluconazole and erythromycin to inhibit growth of fungi and bacteria, respectively, at 1-24 mu g/mL. The synergistic effect shown by our novel compounds is due to their inherent amphiphilicity. The fractional inhibitory concentrations reported are comparable to those reported for Polymyxin B derivatives. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.013

文献信息

• Intramolecular substitution uncages fluorogenic probes for detection of metallo-carbapenemase-expressing bacteria
  作者：Aiguo Song、Yunfeng Cheng、Jinghang Xie、Niaz Banaei、Jianghong Rao

  DOI：10.1039/c7sc02416a

  日期：——

  This work reports a novel caging strategy for designing fluorogenic probes to detect the activity of β-lactamases. The caging strategy uses a thiophenyl linker connected to a fluorophore caged by a good leaving group—dinitrophenyl. The uncaging proceeds in two steps through the sulfa-releasing and subsequent intramolecular substitution. The length of the linker has been examined and optimized to maximize

  这项工作报告了一种新颖的笼养策略，用于设计检测β-内酰胺酶活性的荧光探针。笼养策略使用与被良好离去基团（二硝基苯基）笼罩的荧光团连接的硫代苯基接头。通过磺胺释放和随后的分子内取代，分两步进行解开。已检查并优化了连接子的长度，以使分子内反应的速率最大化，从而使荧光激活的速率最大化。最后，基于此策略，我们制备了绿色荧光探针CAT-7，并验证了其在耐碳青霉烯肠杆菌科（CRE）裂解物中检测金属-卡宾棉（VIM-27，IMP-1，NDM-1）的选择性。
• METHODS FOR CONJUGATING NUCLEIC ACIDS WITH SMALL MOLECULES
  申请人：Wang Tzu-Pin

  公开号：US20120177573A1

  公开（公告）日：2012-07-12

  A method for conjugating a nucleic acid with a molecule is provided. The method includes steps of (a) reacting the nucleic acid having a 5′-monophosphate with an activating agent in a first buffer to form a solution; (b) mixing an alcohol with the solution formed in the step (a) to obtain an intermediate; and (c) dissolving the intermediate in a second buffer containing an ethylenediaminetetraacetic acid (EDTA) and adding a nucleophile thereinto to react the intermediate with the nucleophile.

  提供了一种将核酸与分子结合的方法。该方法包括以下步骤：(a) 将具有5'-磷酸单酯的核酸与活化剂在第一个缓冲液中反应以形成溶液；(b) 将醇与步骤(a)中形成的溶液混合以获得中间体；(c) 将中间体溶解在含有乙二胺四乙酸（EDTA）的第二缓冲液中，并向其中加入亲核试剂以使中间体与亲核试剂发生反应。
• ^99mTc SPECT imaging agent based on cFLFLFK for the detection of FPR1 in inflammation
  作者：Graeme J. Stasiuk、Paul M. Holloway、Charlotte Rivas、William Trigg、Sajinder Kaur Luthra、Veronique Morisson Iveson、Felicity N. E. Gavins、Nicholas J. Long

  DOI：10.1039/c4dt02980a

  日期：——

  The FPR1 antagonist cFLFLFK is conjugated to a tetraglycine chelate, and radiolabelled with ^99mTc. In vitro binding assays demonstrate that the compound, ^99mTc.cFLFLFK, is a useful tool for non-invasive imaging of leukocyte recruitment.

  FPR1拮抗剂cFLFLFK与四甘氨酸螯合物结合，并用^99mTc标记。体外结合实验表明，化合物^99mTc.cFLFLFK是一种用于无创白细胞招募成像的有用工具。
• Design and synthesis of enediyne-based peptide with selective peptide-cleaving activity
  作者：Snigdha Roy、Amit Basak

  DOI：10.1039/b923814j

  日期：——

  A hybrid peptide–enediyne molecule was synthesised and shown to undergo selective intramolecular peptide chain cleavage by the 1,4-diyl radical, the potential intermediate of the enediyne system.

  合成了一种肽-二烯炔混合分子，并证明其可通过1,4-二基自由基（二烯炔系统的潜在中间体）进行选择性分子内肽链断裂。
• A side-chain photoactivatable auxiliary-mediated native chemical peptide ligation
  作者：Avijit K. Adak、Yung-Yu Su、Wei-Hao Wang、Chin-Lan Lin、Hao Gu、Yi-Chen Huang、Zhe-Jie Zhang、Chai-Lin Kao、Chun-Cheng Lin

  DOI：10.1016/j.tet.2023.133554

  日期：2023.9

  Photoactivatable ligation auxiliaries present an attractive approach for expanding the applicability of native chemical ligation (NCL). In contrast to thiol-based mercaptobenzyl-type ligation scaffolds, photoactivatable auxiliaries are cleaved after ligation by photolysis, thereby simplifying protein assembly in non-cysteine NCL and causing minimal perturbation to the native polypeptide chains. This

  光活化连接辅助剂为扩大天然化学连接（NCL）的适用性提供了一种有吸引力的方法。与基于硫醇的巯基苄基型连接支架相比，可光活化的辅助物在连接后通过光解作用被裂解，从而简化了非半胱氨酸NCL中的蛋白质组装并对天然多肽链造成最小的干扰。本研究报告了在N的内部天冬氨酸/谷氨酸侧链上易于连接的 1-[5-(硫甲基)-2-硝基苯基]乙基-(TmNpE)-辅助基团。-末端肽片段。该助剂可实现长范围 NCL，并允许在水性缓冲液中进行光解去除，无需试剂。人类程序性细胞死亡配体 1 (hPD-L1) 肽抑制剂 Ar5Y-3 的合成凸显了该方法的多功能性。TmNpE 基团易于引入，与肽连接反应兼容，并且裂解条件温和，这可能有利于除半胱氨酸连接位点之外的肽或蛋白质合成。