2-acetamido-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-3-phenylpropanamide

• 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-acetamido-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-3-phenylpropanamide
• 化学式: C₁₇H₂₅N₅O₃
• 分子量: 347.4
• InChiKey: ZXZKRYZJMLNJBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  4

文献信息

• Genetic system for producing a proteases inhibitor of a small peptide aldehyde type
  申请人：Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional

  公开号：US10414796B2

  公开（公告）日：2019-09-17

  The present invention describes a new peptide aldehyde produced naturally by Streptomyces lividans 66, which we have called livipeptin. Using genome mining of natural products, we predicted that SLI0883-5 genes encode an unprecedented biosynthetic system, unusually small (4.6 Kbp), which produces an acylated peptide aldehyde. Because of the chemical characteristics of the predicted compound, we postulated its anti-proteolytic activity, which we confirmed by identifying and purifying this compound through metabolic profiles of HPLC and MS of the mutated strain lacking these three genes and the wild strain. To this objective, we identified the conditions wherein these genes are strongly expressed. The livipeptin was purified and its inhibitory activity on the proteolytic activity of selected proteases was demonstrated in vitro. The design of an expression cassette for its heterologous expression is also described plus its use for heterologous protein production.

  本发明描述了一种由 Lividans 链霉菌 66 天然产生的新肽醛，我们称之为 livipeptin。通过对天然产物的基因组挖掘，我们预测 SLI0883-5 基因编码一种前所未有的生物合成系统，该系统异常小（4.6 Kbp），能产生一种酰化肽醛。我们通过缺乏这三个基因的突变株和野生株的 HPLC 和 MS 代谢图谱鉴定并纯化了这种化合物，从而证实了它的抗蛋白水解活性。为此，我们确定了这些基因强烈表达的条件。我们纯化了活肽，并在体外证明了它对某些蛋白酶的蛋白水解活性的抑制作用。此外，还介绍了用于异源表达的表达盒的设计及其在异源蛋白质生产中的应用。