(2-Amino-acetylamino)-acetic acid; compound with triethyl-amine | 194992-00-2

• 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: (2-Amino-acetylamino)-acetic acid; compound with triethyl-amine
• 英文别名: 2-[(2-aminoacetyl)amino]acetic acid;N,N-diethylethanamine
• CAS: 194992-00-2
• 化学式: C₄H₈N₂O₃*C₆H₁₅N
• 分子量: 233.311
• InChiKey: DPAOTVCYVJGXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.51
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  95.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-alpha-芴甲氧羰基-N-epsilon-叔丁氧羰基-L-赖氨酸 、 (2-Amino-acetylamino)-acetic acid; compound with triethyl-amine 在 N-羟基丁二酰亚胺 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 N^α-9-fluorenylmethoxycarbonyl-(N^ε-tert-butoxycarbonyl)lysylglycylglycine
  参考文献：
  名称：

  A New Class of Polyintercalating Molecules

  摘要：

  We have synthesized a series of polyintercalating compounds, including the first known tetraintercalator, based on the 1,4,5,8-naphthalenetetracarboxylic diimide chromophore. The chromophores are attached in a head-to-tail arrangement by peptide linkers and are synthesized by standard solid phase peptide synthesis methods. We report evidence, based on UV-visible spectroscopy and viscometry, that the compounds are fully intercalated upon binding to double-stranded DNA. Using DNAse I footprinting experiments, the bisintercalator 2 was found to bind to DNA in a cooperative manner. The footprinting results as well as association and dissociation kinetics data reveal that the compounds exhibit a tremendous preference for GC over AT sequences. A. mode of binding is proposed in which the compounds intercalate completely from the major groove, and not in a threading manner as may be suggested by their structures. A kinetic scheme is proposed that takes into account the observed cooperativity and fits the data for the dissociations of the polyintercalators from poly(dAdT), although a similar scheme could not adequately model their dissociations from poly(dGdC) or from calf thymus DNA.

  DOI：

  10.1021/ja9706108

文献信息

• A New Class of Polyintercalating Molecules
  作者：R. Scott Lokey、Yan Kwok、Vladimir Guelev、Christopher J. Pursell、Laurence H. Hurley、Brent L. Iverson

  DOI：10.1021/ja9706108

  日期：1997.8.1

  We have synthesized a series of polyintercalating compounds, including the first known tetraintercalator, based on the 1,4,5,8-naphthalenetetracarboxylic diimide chromophore. The chromophores are attached in a head-to-tail arrangement by peptide linkers and are synthesized by standard solid phase peptide synthesis methods. We report evidence, based on UV-visible spectroscopy and viscometry, that the compounds are fully intercalated upon binding to double-stranded DNA. Using DNAse I footprinting experiments, the bisintercalator 2 was found to bind to DNA in a cooperative manner. The footprinting results as well as association and dissociation kinetics data reveal that the compounds exhibit a tremendous preference for GC over AT sequences. A. mode of binding is proposed in which the compounds intercalate completely from the major groove, and not in a threading manner as may be suggested by their structures. A kinetic scheme is proposed that takes into account the observed cooperativity and fits the data for the dissociations of the polyintercalators from poly(dAdT), although a similar scheme could not adequately model their dissociations from poly(dGdC) or from calf thymus DNA.