6-[bis(quinolin-2-yl)methyl]amino-2-(9H-fluoren-9-ylmethoxycarbonyl)amino-1-hexanoic acid | 745800-48-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 6-[bis(quinolin-2-yl)methyl]amino-2-(9H-fluoren-9-ylmethoxycarbonyl)amino-1-hexanoic acid
• 英文别名: (2S)-6-[bis(quinolin-2-ylmethyl)amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
• CAS: 745800-48-0
• 化学式: C₄₁H₃₈N₄O₄
• 分子量: 650.777
• InChiKey: LLGUVADOCXPIMP-KDXMTYKHSA-N

物化性质

• 熔点：
  78 °C
• 沸点：
  838.9±65.0 °C(Predicted)
• 密度：
  1.279±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  49
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (NEt4)2[rhenium(I)(bromide)3(carbonyl)3] 、 6-[bis(quinolin-2-yl)methyl]amino-2-(9H-fluoren-9-ylmethoxycarbonyl)amino-1-hexanoic acid 以 甲醇 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Bridging the Gap between in Vitro and in Vivo Imaging:  Isostructural Re and ^99mTc Complexes for Correlating Fluorescence and Radioimaging Studies

  摘要：

  A bifunctional ligand that is capable of forming Re and 99mTc complexes as complementary fluorescent and radioactive probes was developed. The tridentate bis(quinoline) amine ligand, which is referred to as the SAACQ system, was prepared in a single step from Fmoc protected lysine in high yield. Reaction of the SAACQ ligand with [Re(CO)3Br3]2- resulted in the formation of the SAACQ-(Re(CO)3)+complex which exhibits favorable fluorescence properties including a long lifetime and a large Stoke's shift. Because the SAACQ ligand is derived from an amino acid, it can readily be linked to or incorporated within peptides as a means of targeting the probe to specific receptors. To demonstrate this feature, the SAACQ ligand and the SAACQ-Re complex were incorporated into fMLFG, a peptide that binds to the formyl peptide receptor (FPR). Uptake of the fMLF[(SAACQ-Re(CO)3)+]G conjugate into human leukocytes in vitro was visualized by fluorescence microscopy, and the observed distribution of the peptide was similar to that of a well-established fluorescent FPR probe. The corresponding Tc complex, fMLF[(SAACQ-99mTc(CO)3)+]G, was prepared in excellent yield from [99mTc(CO)3(OH2)3]+, which affords the opportunity to correlate the results of the microscopy experiments with in vivo radioimaging studies because the probes are isostructural.

  DOI：

  10.1021/ja047751b
• 作为产物：
  描述：

  喹啉-2-甲醛 、 FMOC-赖氨酸 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以86%的产率得到6-[bis(quinolin-2-yl)methyl]amino-2-(9H-fluoren-9-ylmethoxycarbonyl)amino-1-hexanoic acid
  参考文献：
  名称：

  氨基酸的直接还原烷基化：用于核成像的双功能螯合物的合成

  摘要：

  使用 NaBH(OAc)3 作为有效试剂，通过氨基酸及其类似物与醛的直接还原性 N-烷基化，可以方便地以高产率合成一系列用于锝和铼基放射性药物的有效双功能螯合剂。单-、二-、四-甚至混合烷基化氨基酸衍生物都是在一锅法合成中制备的。

  DOI：

  10.1055/s-2004-829120