(2S)-2-[[(3S)-2-[(2S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-6-(3-sulfanylpropanoylamino)hexanoic acid | 1160761-39-6

• 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: (2S)-2-[[(3S)-2-[(2S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-6-(3-sulfanylpropanoylamino)hexanoic acid
• CAS: 1160761-39-6
• 化学式: C₃₀H₄₀N₄O₆S
• 分子量: 584.737
• InChiKey: WPOLLEOCHFZGRQ-GSDHBNRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  163
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S)-2-[[(3S)-2-[(2S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-6-(3-sulfanylpropanoylamino)hexanoic acid 、 [2-[2-(Fmoc-氨基)乙氧基]乙氧基]乙酸 在 6-氯-1-羟基苯并三氮唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 C₅₃H₆₄N₅O₁₂Pol
  参考文献：
  名称：

  Solid-Phase Synthetic Strategy and Bioevaluation of a Labeled δ-Opioid Receptor Ligand Dmt-Tic-Lys for In Vivo Imaging

  摘要：

  A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the delta-opioid receptor (delta OR) ligand H-Dmt-Tic-Lys(R)-OH. The high delta-OR affinity (K-i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure-function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.

  DOI：

  10.1021/ol900200k
• 作为产物：
  描述：

  在 三异丙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.12h， 生成 (2S)-2-[[(3S)-2-[(2S)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]-3,4-dihydro-1H-isoquinoline-3-carbonyl]amino]-6-(3-sulfanylpropanoylamino)hexanoic acid
  参考文献：
  名称：

  Solid-Phase Synthetic Strategy and Bioevaluation of a Labeled δ-Opioid Receptor Ligand Dmt-Tic-Lys for In Vivo Imaging

  摘要：

  A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the delta-opioid receptor (delta OR) ligand H-Dmt-Tic-Lys(R)-OH. The high delta-OR affinity (K-i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure-function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.

  DOI：

  10.1021/ol900200k

文献信息

• [EN] MOLECULAR IMAGING PROBES FOR LUNG CANCER INOPERATIVE GUIDANCE<br/>[FR] SONDES D'IMAGERIE MOLECULAIRE POUR LE GUIDAGE INOPERANT DU CANCER DU POUMON
  申请人：H LEE MOFFITT CANCER CT & RES

  公开号：WO2014183119A1

  公开（公告）日：2014-11-13

  Molecular probes directed to the delta opioid receptor and associated methods of use as non-invasive diagnostics for lung cancer are presented. The molecular probes generally consist of a ligand (Dmt-Tic) that is conjugated to a detection moiety such as a fluorescent dye or a radionuclide by a linker molecule. Once the probe is administered, it may be detected by a molecular imaging device to locate tumors for treatment or removal. Also presented are novel markers for lung cancer including, but not limited to, CA9, CA12, CTAG2, CXorf61, DSG3, FAT2, KISS1R, GPR87, LYPD3, OPRD1, SLC7A11 and TMPRSS4. Probes may be developed that can target these cell surface markers.

  针对δ阿片受体的分子探针以及作为非侵入性肺癌诊断方法的相关用途被提出。这些分子探针通常由一个配体（Dmt-Tic）与一个检测基团（如荧光染料或放射性核素）通过连接分子结合在一起。一旦给予这种探针，它可以被分子成像设备检测，以定位肿瘤进行治疗或切除。此外，还提出了肺癌的新标记物，包括但不限于CA9、CA12、CTAG2、CXorf61、DSG3、FAT2、KISS1R、GPR87、LYPD3、OPRD1、SLC7A11和TMPRSS4。可以开发出能够靶向这些细胞表面标记物的探针。
• Solid-Phase Synthetic Strategy and Bioevaluation of a Labeled δ-Opioid Receptor Ligand Dmt-Tic-Lys for <i>In Vivo</i> Imaging
  作者：Jatinder S. Josan、David L. Morse、Liping Xu、Maria Trissal、Brenda Baggett、Peg Davis、Josef Vagner、Robert J. Gillies、Victor J. Hruby

  DOI：10.1021/ol900200k

  日期：2009.6.18

  A general solid-phase synthetic strategy is developed to prepare fluorescent and/or lanthanide-labeled derivatives of the delta-opioid receptor (delta OR) ligand H-Dmt-Tic-Lys(R)-OH. The high delta-OR affinity (K-i = 3 nM) and desirable in vivo characteristics of the Cy5 derivative 1 suggest its usefulness for structure-function studies and receptor localization and as a high-contrast noninvasive molecular marker for live imaging ex vivo or in vivo.