Dimethylamine-13C2 | 765259-01-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Dimethylamine-13C2
• 英文别名: N-(113C)methyl(113C)methanamine
• CAS: 765259-01-6
• 化学式: C₂H₇N
• 分子量: 47.0623
• InChiKey: ROSDSFDQCJNGOL-ZDOIIHCHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  8-羟基喹啉-2-甲醛 、 Dimethylamine-13C2 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 2-((di(methyl-13C)amino)methyl)quinolin-8-ol
  参考文献：
  名称：

  Mixed Ligand Cu²⁺ Complexes of a Model Therapeutic with Alzheimer’s Amyloid-β Peptide and Monoamine Neurotransmitters

  摘要：

  8-Hydroxyquinolines (8HQ) have found widespread application in chemistry and biology due to their ability to complex a range of transition metal ions. The family of 2-substituted 8HQs has been proposed for use in the treatment of Alzheimer's disease (AD). Most notably, the therapeutic PBT2 (Prana Biotechnology Ltd.) has been shown to act as an efficient metal chaperone, disaggregate metal-enriched amyloid plaques comprised of the A beta peptide, inhibit Cu/A beta redox chemistry, and reverse the AD phenotype in transgenic animal models. Yet surprisingly little is known about the molecular interactions at play. In this study, we show that the homologous ligand 2-[(dimethylamino)methyl]-8-hydroxyquinoline (HL) forms a CuL complex with a conditional (apparent) dissociation constant of 0.33 nM at pH 6.9 and is capable of forming ternary Cu2+ complexes with neurotransmitters including histamine (HA), glutamic acid (Glu), and glycine (Gly), with glutathione disulfide (GSSG), and with histidine (His) side chains of proteins and peptides including the A beta peptide. Our findings suggest a molecular basis for the strong metal chaperone activity of PBT2, its ability to attenuate Cu2+/A beta interactions, and its potential to promote neuroprotective and neuroregenerative effects.

  DOI：

  10.1021/ic302289r

文献信息

• Synthesis of 13C- and 14C-labeled dinucleotide mRNA cap analogues for structural and biochemical studies
  作者：Karolina Piecyk、Richard E. Davis、Marzena Jankowska-Anyszka

  DOI：10.1016/j.bmcl.2012.04.120

  日期：2012.7

  Herein we describe the first simple and short method for specific labeling of mono- and trimethylated dinucleotide mRNA cap analogues with C-13 and C-14 isotopes. The labels were introduced within the cap structures either at the N7 for monomethylguanosine cap or N7 and N2 position for trimethylguanosine cap. The compounds designed for structural and biochemical studies will be useful tools for better understanding the role of the mRNA cap structures in pre-mRNA splicing, nucleocytoplasmic transport, translation initiation and mRNA degradation. (C) 2012 Elsevier Ltd. All rights reserved.