N,N-二-(叔-丁基氧羰基)血清素 | 361436-29-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: N,N-二-(叔-丁基氧羰基)血清素
• 英文名称: N,N'-di-(tert-butyloxycarbonyl)serotonin
• 英文别名: N,N-Di-(tert-Butyloxycarbonyl) Serotonin；tert-butyl 5-hydroxy-3-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]indole-1-carboxylate
• CAS: 361436-29-5
• 化学式: C₂₀H₂₈N₂O₅
• 分子量: 376.453
• InChiKey: OIDYOEXQSBWWOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  89.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-二-(叔-丁基氧羰基)血清素 在 吡啶 、 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 5-acetylserotonin
  参考文献：
  名称：

  Novel tetrahydro-β-carboline-1-carboxylic acids as inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)

  摘要：

  A structure-activity relationship study was conducted on a series of tetrahydro-beta-carboline-1-carboxylic acid analogs in order to identify the key functionality responsible for activity against the mitogen-activated protein kinase-activated protein kinase 2 enzyme (MK-2). The compounds were further evaluated for their ability to inhibit TNF alpha production in U937 cells and in vivo. These compounds represent a novel structural class of compounds capable of inhibiting MK-2 with remarkable selectivity. (c) 2007 Elsevier Ltd. All rialuts reserved.

  DOI：

  10.1016/j.bmcl.2007.05.070
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 2.0h， 生成 N,N-二-(叔-丁基氧羰基)血清素
  参考文献：
  名称：

  Novel tetrahydro-β-carboline-1-carboxylic acids as inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)

  摘要：

  A structure-activity relationship study was conducted on a series of tetrahydro-beta-carboline-1-carboxylic acid analogs in order to identify the key functionality responsible for activity against the mitogen-activated protein kinase-activated protein kinase 2 enzyme (MK-2). The compounds were further evaluated for their ability to inhibit TNF alpha production in U937 cells and in vivo. These compounds represent a novel structural class of compounds capable of inhibiting MK-2 with remarkable selectivity. (c) 2007 Elsevier Ltd. All rialuts reserved.

  DOI：

  10.1016/j.bmcl.2007.05.070

文献信息

• Neurotransmitter-Responsive Nanosensors for <i>T</i>₂-Weighted Magnetic Resonance Imaging
  作者：Vivian Hsieh、Satoshi Okada、He Wei、Isabel García-Álvarez、Ali Barandov、Santiago Recuenco Alvarado、Robert Ohlendorf、Jingxuan Fan、Athena Ortega、Alan Jasanoff

  DOI：10.1021/jacs.9b08744

  日期：2019.10.9

  Neurotransmitter-sensitive contrast agents for magnetic resonance imaging (MRI) have recently been used for mapping signaling dynamics in live animal brains, but paramagnetic sensors for T-1-weighted MRI are usually effective only at micromolar concentrations that themselves perturb neurochemistry. Here we present an alternative molecular architecture for detecting neurotransmitters, using superparamagnetic iron oxide nanoparticles conjugated to tethered neurotransmitter analogs and engineered neurotransmitter binding proteins. Interactions between the nanoparticle conjugates result in clustering that is reversibly disrupted in the presence of neurotransmitter analytes, thus altering T-2-weighted MRI signals. We demonstrate this principle using tethered dopamine and serotonin analogs, together with proteins selected for their ability to competitively bind either the analogs or the neurotransmitters themselves. Corresponding sensors for dopamine and serotonin exhibit target-selective relaxivity changes of up to 20%, while also operating below endogenous neurotransmitter concentrations. Semisynthetic magnetic particle sensors thus represent a promising path for minimally perturbative studies of neurochemical analytes.
• Multi-Photon-Sensitive Chromophore for the Photorelease of Biologically Active Phenols
  作者：Naeem Asad、Davide Deodato、Nadeem Asad、Sangram Gore、Timothy M. Dore

  DOI：10.1021/acschemneuro.3c00552

  日期：2023.12.6