6-[(E)-3-oxo-1-dodecenyl]-2-[N-methyl-N-(carboxymethyl)amino]naphthalene | 1018970-00-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 6-[(E)-3-oxo-1-dodecenyl]-2-[N-methyl-N-(carboxymethyl)amino]naphthalene
• 英文别名: 2-[methyl-[6-[(E)-3-oxododec-1-enyl]naphthalen-2-yl]amino]acetic acid
• CAS: 1018970-00-7
• 化学式: C₂₅H₃₃NO₃
• 分子量: 395.542
• InChiKey: RVCFXBCNJPOPFI-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以62%的产率得到6-[(E)-3-oxo-1-dodecenyl]-2-[N-methyl-N-(carboxymethyl)amino]naphthalene
  参考文献：
  名称：

  Two-Photon Fluorescent Turn-On Probe for Lipid Rafts in Live Cell and Tissue

  摘要：

  We report a new two-photon fluorescence turn-on probe 6-[(E)-3-oxo-1-dodecenyl]-2-[N-methyl-N-(carboxymethyl)amino]naphthalene (CL2) that is designed specifically for visualizing lipid rafts in living cells and tissues. This probe emits much brighter two-photon excited fluorescence in lipid rafts than in non-raft domains and allows direct visualization of the lipid rafts in the live cells and pyramidal neuron layer of the CA1 region at a depth of 100-250 mu m in live tissues using two-photon microscopy.

  DOI：

  10.1021/ja711391f

文献信息

• Two-photon dyes for real-time imaging of lipid rafts
  申请人：Cho Bong-Rae

  公开号：US20080071106A1

  公开（公告）日：2008-03-20

  Two-photon dyes for real-time imaging of lipid rafts are provided. The two-photon dyes emit fluorescence with high intensity in the environments of cell membranes and can be used to clearly discriminate the hydrophobic and hydrophilic domains of the cell membranes. Therefore, the use of the two-photon dyes enables satisfactory imaging of actual lipid raft domains. In addition, since the two-photon dyes show no cytotoxicity, they can be suitably used in bioimaging applications, for example, real-time imaging of lipid rafts over a long period of time.

  提供了用于实时成像脂质微囊的双光子染料。这些双光子染料在细胞膜环境中发出高强度的荧光，可以清晰地区分细胞膜的疏水和亲水区域。因此，使用双光子染料可以令人满意地成像实际脂质微囊区域。此外，由于双光子染料不显示细胞毒性，它们可以适当地用于生物成像应用，例如长时间的实时成像脂质微囊。
• US7511167B2
  申请人：——

  公开号：US7511167B2

  公开（公告）日：2009-03-31
• Two-Photon Fluorescent Turn-On Probe for Lipid Rafts in Live Cell and Tissue
  作者：Hwan Myung Kim、Byeong Ha Jeong、Ju-Yong Hyon、Myoung Jin An、Mun Sik Seo、Jin Hee Hong、Kyoung J. Lee、Chul Hoon Kim、Taiha Joo、Seok-Cheol Hong、Bong Rae Cho

  DOI：10.1021/ja711391f

  日期：2008.4.1

  We report a new two-photon fluorescence turn-on probe 6-[(E)-3-oxo-1-dodecenyl]-2-[N-methyl-N-(carboxymethyl)amino]naphthalene (CL2) that is designed specifically for visualizing lipid rafts in living cells and tissues. This probe emits much brighter two-photon excited fluorescence in lipid rafts than in non-raft domains and allows direct visualization of the lipid rafts in the live cells and pyramidal neuron layer of the CA1 region at a depth of 100-250 mu m in live tissues using two-photon microscopy.