N-(benzyloxycarbonyl)-L-β-alanine (pyren-1-yl)methyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: N-(benzyloxycarbonyl)-L-β-alanine (pyren-1-yl)methyl ester
• 英文别名: Pyren-1-ylmethyl 3-(phenylmethoxycarbonylamino)propanoate；pyren-1-ylmethyl 3-(phenylmethoxycarbonylamino)propanoate
• 化学式: C₂₈H₂₃NO₄
• 分子量: 437.495
• InChiKey: UJMLNUZGMYAPFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-CBZ-beta-丙氨酸 、 1-氯甲基芘 在 potassium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到N-(benzyloxycarbonyl)-L-β-alanine (pyren-1-yl)methyl ester
  参考文献：
  名称：

  Photorelease of amino acid neurotransmitters from pyrenylmethyl ester conjugates

  摘要：

  The linkage of model neurotransmitter L-amino acids, such as glycine, alanine, beta-alanine, glutamic acid and gamma-aminobutyric acid, to a pyrenylmethyl group as the fluorescent moiety through an ester bond at their carboxylic functions at the main and side chains (in the case of glutamic acid) was investigated. The behaviour of the resulting fluorescent conjugates towards photocleavage was studied in different cleavage conditions, namely the wavelength of irradiation and the use of different solvents, in a photochemical reactor equipped with lamps of 254, 300, 350 and 419 nm, followed by HPLC/UV monitoring. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.107

文献信息

• Photorelease of amino acid neurotransmitters from pyrenylmethyl ester conjugates
  作者：Maria J.G. Fernandes、M. Sameiro T. Gonçalves、Susana P.G. Costa

  DOI：10.1016/j.tet.2007.07.107

  日期：2007.10

  The linkage of model neurotransmitter L-amino acids, such as glycine, alanine, beta-alanine, glutamic acid and gamma-aminobutyric acid, to a pyrenylmethyl group as the fluorescent moiety through an ester bond at their carboxylic functions at the main and side chains (in the case of glutamic acid) was investigated. The behaviour of the resulting fluorescent conjugates towards photocleavage was studied in different cleavage conditions, namely the wavelength of irradiation and the use of different solvents, in a photochemical reactor equipped with lamps of 254, 300, 350 and 419 nm, followed by HPLC/UV monitoring. (C) 2007 Elsevier Ltd. All rights reserved.