L-DLA-N-Me-D-Val | 847927-42-8

• 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: L-DLA-N-Me-D-Val
• CAS: 847927-42-8
• 化学式: C₁₈H₂₇N₅O₇
• 分子量: 425.442
• InChiKey: ZLVOLYISOUFQDH-BLLLJJGKSA-N

反应信息

• 作为产物：
  描述：

  N-甲基-D-缬氨酸 、 NAlpha-(5-氟-2,4-二硝基苯基)-L-亮氨酰胺 在 碳酸氢钠 作用下， 以 水 、 丙酮 为溶剂， 反应 0.05h， 生成 L-DLA-N-Me-D-Val
  参考文献：
  名称：

  Urumamide，一种新型的胰凝乳蛋白酶抑制剂，具有海洋蓝藻Okeania sp。的β-氨基酸。

  摘要：

  从海洋蓝藻Okeania sp。分离出一种新型的环状β肽Urumamide。通过光谱分析确定其总体结构，并基于Marfey分析和水解产物的手性HPLC分析建立绝对构型。从生物学上说，尿嘧啶抑制人类癌细胞的生长。此外，尿嘧啶可抑制胰凝乳蛋白酶。

  DOI：

  10.1016/j.tetlet.2016.08.012

文献信息

• Odookeanynes A and B, Acetylene-Containing Lipopeptides from an <i>Okeania</i> sp. Marine Cyanobacterium
  作者：Aki Yamano、Yuka Asato、Noriyuki Natsume、Arihiro Iwasaki、Kiyotake Suenaga、Toshiaki Teruya

  DOI：10.1021/acs.jnatprod.1c00915

  日期：2022.1.28
• Cyclic Depsipeptides, Grassypeptolides D and E and Ibu-epidemethoxylyngbyastatin 3, from a Red Sea <i>Leptolyngbya</i> Cyanobacterium
  作者：Christopher C. Thornburg、Muralidhara Thimmaiah、Lamiaa A. Shaala、Andrew M. Hau、Jay M. Malmo、Jane E. Ishmael、Diaa T. A. Youssef、Kerry L. McPhail

  DOI：10.1021/np200270d

  日期：2011.8.26

  Two new grassypeptolides and a lyngbyastatin analogue, together with the known dolastatin 12, have been isolated from field collections and laboratory cultures of the marine cyanobacterium Leptolyngbya sp. collected from the SS Thistlegorm shipwreck in the Red Sea. The overall stereostructures of grassypeptolides D (1) and E (2) and Ibu-epidemethoxylyngbyastatin 3 (3) were determined by a combination of 1D and 2D NMR experiments, MS analysis, Marfey's methodology, and HPLC-MS. Compounds 1 and 2 contain 2-methyl-3-aminobutyric acid and 2-aminobutyric acid, while biosynthetically distinct 3 contains 3-amino-2-methylhexanoic acid and the beta-keto amino acid 4-amino-2,2-dimethyl-3-oxopentanoic acid (Ibu). Grassypeptolides D (1) and E (2) showed significant cytotoxicity to HeLa (IC50 = 335 and 192 nM, respectively) and mouse neuro-2a blastoma cells (IC50 = 599 and 407 nM, respectively), in contrast to Ibu-epidemethoxylyngbyastatin 3 (neuro-2a cells, IC50 > 10 mu M) and dolastatin 12 (neuro-2a cells, IC50 > 1 mu M).