N-BOC-6-生物素酰氨基己胺 | 153162-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 中文名称: N-BOC-6-生物素酰氨基己胺
• 英文名称: tert-butyl N-(6-[5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido]hexyl)carbamate
• 英文别名: tert-butyl (6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexyl)carbamate；N-boc-HDA-biotin；N-Biotinyl-N'-Boc-1,6-hexanediamine；tert-butyl N-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexyl]carbamate
• CAS: 153162-70-0
• 化学式: C₂₁H₃₈N₄O₄S
• 分子量: 442.623
• InChiKey: SVLNCGHFZLQFOA-BQFCYCMXSA-N

物化性质

• 熔点：
  173.7 °C
• 沸点：
  719.3±55.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二甲基亚砜、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  N-BOC-6-生物素酰氨基己胺 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以88%的产率得到N-生物素-1,6-己二胺盐酸盐
  参考文献：
  名称：

  用于研究PARP酶靶标结合的体外和细胞探针。

  摘要：

  聚（ADP-核糖）聚合酶（PARP）酶使用烟酰胺腺嘌呤二核苷酸（NAD +）修饰一个单单（ADP-核糖）单元（PARP单酶沉积的MARylation）或支链聚（ADP-核糖）聚合物（PARP多酶沉积的PARylation）。为了开发用于PARP单酶和多酶的工具化合物，我们开发了用于体外和细胞生物物理测定的活性位点探针，以表征竞争NAD +结合的活性位点抑制剂。这些检测方法无法识别每种PARP的蛋白质底物，从而克服了这些酶在底物周围普遍缺乏的知识。在体外 与以前描述的活性测定相比，该测定使用的酶更少，可区分单位数纳摩尔范围内的抑制剂效价，而基于细胞的测定可区分具有亚纳摩尔效价的化合物，并测量抑制剂在活细胞中的停留时间。

  DOI：

  10.1016/j.chembiol.2020.06.009
• 作为产物：
  描述：

  D-生物素 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-BOC-6-生物素酰氨基己胺
  参考文献：
  名称：

  Biotin-decorated all-HPMA polymeric micelles for paclitaxel delivery

  摘要：

  To avoid poly(ethylene glycol)-related issues of nanomedicines such as accelerated blood clearance, fully N-2-hydroxypropyl methacrylamide (HPMAm)-based polymeric micelles decorated with biotin for drug delivery were designed. To this end, a biotin-functionalized chain transfer agent (CTA), 4-cyano-4-[(dodecylsulfanylthiocarbonyl)-sulfanyl]pentanoic acid (biotin-CDTPA), was synthesized for reversible addition-fragmentation chain-transfer (RAFT) polymerization. Amphiphilic poly(N-2-hydroxypropyl methacrylamide)-block-poly(N-2-benzoyloxypropyl methacrylamide) (p(HPMAm)-b-p(HPMAm-Bz)) with molecular weights ranging from 8 to 24 kDa were synthesized using CDTPA or biotin-CDTPA as CTA and 2,2'-azobis(2-methylpropionitrile) as initiator. The copolymers self-assembled in aqueous media into micelles with sizes of 40-90 nm which positively correlated to the chain length of the hydrophobic block in the polymers, whereas the critical micelle concentrations decreased with increasing hydrophobic block length. The polymer with a molecular weight of 22.1 kDa was used to prepare paclitaxel-loaded micelles which had sizes between 61 and 70 nm, and a maximum loading capacity of around 10 wt%. A549 lung cancer cells overexpressing the biotin receptor, internalized the biotin-decorated micelles more efficiently than non-targeted micelles, while very low internalization of both types of micelles by HEK293 human embryonic kidney cells lacking the biotin receptor was observed. As a consequence, the paclitaxel-loaded micelles with biotin decoration exhibited stronger cytotoxicity in A549 cells than non-targeted micelles. Overall, a synthetic pathway to obtain actively targeted poly(ethylene glycol)-free micelles fully based on a poly(HPMAm) backbone was established. These polymeric micelles are promising systems for the delivery of hydrophobic anticancer drugs.

  DOI：

  10.1016/j.jconrel.2020.09.013

文献信息

• PYRIDAZINONES AS PARP7 INHIBITORS
  申请人：Ribon Therapeutics Inc.

  公开号：US20190330194A1

  公开（公告）日：2019-10-31

  The present invention relates to pyridazinones and related compounds which are inhibitors of PARP7 and are useful in the treatment of cancer.

  本发明涉及吡啶并嗪酮和相关化合物，它们是PARP7的抑制剂，并且在癌症治疗中很有用。
• [EN] SOLID FORMS OF A PARP7 INHIBITOR<br/>[FR] FORMES SOLIDES D'UN INHIBITEUR DE PARP7
  申请人：RIBON THERAPEUTICS INC

  公开号：WO2020223229A1

  公开（公告）日：2020-11-05

  The present invention relates to solid forms of the poly(ADP-ribose) polymerase 7 (PARP7) inhibitor 5-[[(2S)-1-(3-oxo-3-[4-[5-(trifluoromethyl)pyrimidin-2-yl]piperazin-1-yl]propoxy)propan-2-yl]amino]-4-(trifluoromethyl)-2,3-dihydropyridazin-3-one, and salts thereof, including methods of preparation thereof, where the inhibitor is useful in the treatment of cancer.

  本发明涉及聚(ADP-核糖)聚合酶7 (PARP7) 抑制剂5-[[(2S)-1-(3-氧代-3-[4-[5-(三氟甲基)嘧啶-2-基]哌嗪-1-基]丙氧基)丙基]氨基]-4-(三氟甲基)-2,3-二氢吡啶-3-酮的固体形式及其盐，包括其制备方法，其中该抑制剂在癌症治疗中有用。
• Synthesis and Evaluation of Non-peptidic Cysteine Protease Inhibitors of P. falciparum Derived from Etacrynic Acid
  作者：Marie-Adrienne Dude、Ulrich Kaeppler、Monika Herb、Markus Schiller、Franziska Schulz、Birgit Vedder、Saskia Heppner、Gabriele Pradel、Jiri Gut、Philip Rosenthal、Tanja Schirmeister、Matthias Leippe、Christoph Gelhaus

  DOI：10.3390/molecules14010019

  日期：——

  A series of etacrynic acid derivatives was synthesized and screened for their in vitro activity against Plasmodium falciparum, as well as their activity against recombinantly expressed falcipain-2 and -3. The two most active compounds of the series displayed IC50 values of 9.0 and 18.8 μM against Plasmodia.

  一系列依他尼酸衍生物被合成并筛选其对恶性疟原虫的体外活性，以及它们对重组表达的法西平-2和法西平-3的活性。该系列中活性最强的两种化合物对疟原虫的IC50值分别为9.0和18.8 μM。
• [EN] PYRIDAZINONES AS PARP7 INHIBITORS<br/>[FR] PYRIDAZINONES UTILISÉES EN TANT QU'INHIBITEURS DE PARP7
  申请人：RIBON THERAPEUTICS INC

  公开号：WO2021087025A1

  公开（公告）日：2021-05-06

  The present invention relates to pyridazinones and related compounds which are inhibitors of PARP7 and are useful in the treatment of cancer.

  本发明涉及吡啶并嗪酮和相关化合物，其为PARP7的抑制剂，可用于癌症治疗。
• Photocleavable ligands for protein decoration of DNA nanostructures
  作者：Josipa Brglez、Ishtiaq Ahmed、Christof M. Niemeyer

  DOI：10.1039/c5ob00316d

  日期：——

  Amino-reactive, photocleavable modifiers bearing small-molecule hapten groups were incorporated into DNA origami to control binding of cognate proteins.

  氨基反应性、光解离修饰剂携带小分子抗原基团被纳入DNA折纸结构中，以控制配体蛋白的结合。