Hexadecanoyl phosphate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: Hexadecanoyl phosphate
• 英文别名: hexadecanoyl phosphate
• 化学式: C16H31O5P-2
• 分子量: 334.39
• InChiKey: KUIJPSLAGAQZTC-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Hexadecanoyl phosphate 、 L-Glycerin-3-phosphat 生成 1-Palmitoyl-sn-glycerol 3-phosphate(2-) 、 H3PO4
  参考文献：
  名称：

  Acyl-Phosphates Initiate Membrane Phospholipid Synthesis in Gram-Positive Pathogens

  摘要：

  It is not known how Gram-positive bacterial pathogens carry out glycerol-3-phosphate (G3P) acylation, which is the first step in the formation of phosphatidic acid, the key intermediate in membrane phospholipid synthesis. In Escherichia coli, acylation of the 1-position of G3P is carried out by PlsB; however, the majority of bacteria lack a plsB gene and in others it is not essential. We describe a two-step pathway that utilizes a new fatty acid intermediate for the initiation of phospholipid formation. First, PlsX produces a unique activated fatty acid by catalyzing the synthesis of fatty acyl-phosphate from acyl-acyl carrier protein, and then PlsY transfers the fatty acid from acyl-phosphate to the 1-position of G3P. The PlsX/Y pathway defines the most widely distributed pathway for the initiation of phospholipid formation in bacteria and represents a new target for the development of antibacterial therapeutics.

  DOI：

  10.1016/j.molcel.2006.06.030
• 作为产物：
  描述：

  O-(S-hexadecanoylpantetheine-4ʼ-phosphoryl)-L-serine residue 、 H3PO4 生成 Hexadecanoyl phosphate 、 O-(pantetheine-4ʼ-phosphoryl)-L-serine residue
  参考文献：
  名称：

  Acyl-Phosphates Initiate Membrane Phospholipid Synthesis in Gram-Positive Pathogens

  摘要：

  It is not known how Gram-positive bacterial pathogens carry out glycerol-3-phosphate (G3P) acylation, which is the first step in the formation of phosphatidic acid, the key intermediate in membrane phospholipid synthesis. In Escherichia coli, acylation of the 1-position of G3P is carried out by PlsB; however, the majority of bacteria lack a plsB gene and in others it is not essential. We describe a two-step pathway that utilizes a new fatty acid intermediate for the initiation of phospholipid formation. First, PlsX produces a unique activated fatty acid by catalyzing the synthesis of fatty acyl-phosphate from acyl-acyl carrier protein, and then PlsY transfers the fatty acid from acyl-phosphate to the 1-position of G3P. The PlsX/Y pathway defines the most widely distributed pathway for the initiation of phospholipid formation in bacteria and represents a new target for the development of antibacterial therapeutics.

  DOI：

  10.1016/j.molcel.2006.06.030

文献信息

• Acyl-Phosphates Initiate Membrane Phospholipid Synthesis in Gram-Positive Pathogens
  作者：Ying-Jie Lu、Yong-Mei Zhang、Kimberly D. Grimes、Jianjun Qi、Richard E. Lee、Charles O. Rock

  DOI：10.1016/j.molcel.2006.06.030

  日期：2006.9

  It is not known how Gram-positive bacterial pathogens carry out glycerol-3-phosphate (G3P) acylation, which is the first step in the formation of phosphatidic acid, the key intermediate in membrane phospholipid synthesis. In Escherichia coli, acylation of the 1-position of G3P is carried out by PlsB; however, the majority of bacteria lack a plsB gene and in others it is not essential. We describe a two-step pathway that utilizes a new fatty acid intermediate for the initiation of phospholipid formation. First, PlsX produces a unique activated fatty acid by catalyzing the synthesis of fatty acyl-phosphate from acyl-acyl carrier protein, and then PlsY transfers the fatty acid from acyl-phosphate to the 1-position of G3P. The PlsX/Y pathway defines the most widely distributed pathway for the initiation of phospholipid formation in bacteria and represents a new target for the development of antibacterial therapeutics.