biotinyl-Acp-Acp-Lys(Boc)-Lys(Boc)-Acp-Acp-Acp-Acp-OH | 1233701-16-0

• 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: biotinyl-Acp-Acp-Lys(Boc)-Lys(Boc)-Acp-Acp-Acp-Acp-OH
• CAS: 1233701-16-0
• 化学式: C₆₈H₁₂₂N₁₂O₁₅S
• 分子量: 1379.85
• InChiKey: NIECZHTZKLFPKG-KBRKEPNOSA-N

物化性质

• 沸点：
  1516.8±65.0 °C(Predicted)
• 密度：
  1.128±0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  biotinyl-Acp-Acp-Lys(Boc)-Lys(Boc)-Acp-Acp-Acp-Acp-OH 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以16 mg的产率得到6-[6-[6-[6-[[(2S)-2-[[(2S)-2-[6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoylamino]-6-aminohexanoyl]amino]-6-aminohexanoyl]amino]hexanoylamino]hexanoylamino]hexanoylamino]hexanoic acid
  参考文献：
  名称：

  Anti-microtubule ‘plinabulin’ chemical probe KPU-244-B3 labeled both α- and β-tubulin

  摘要：

  Plinabulin (1, NPI-2358), a potent microtubule-targeting agent derived from the natural diketopiperazine 'phenylahistin' with a colchicine-like tubulin depolymerization activity, is an anticancer agent undergoing Phase II clinical trials in four countries including the United States. In order to understand the precise binding mode of plinabulin with tubulin, a new bioactive biotin-tagged photoaffinity probe 4 (KPU-244B3) was designed and synthesized. Probe 4 showed significant binding affinity to tubulin in a binding assay, and selectively bound to tubulin in an HT-1080 cell lysate without photo-irradiation. In a tubulin photoaffinity labeling study, probe 4 labeled both alpha- and beta-tubulin subunits and these interactions were competitively inhibited by plinabulin during photo-irradiation. These results suggest that plinabulin binds in the boundary region between alpha- and beta-tubulin near the colchicine binding site, and not inside the colchicine binding cavity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.03.037