N-<(4,5-dimethoxy-2-nitrobenzyloxy)carbonyl>-L-isoleucine | 217176-96-0

• 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: N-<(4,5-dimethoxy-2-nitrobenzyloxy)carbonyl>-L-isoleucine
• 英文别名: NVOC-Ile-OH
• CAS: 217176-96-0
• 化学式: C₁₆H₂₂N₂O₈
• 分子量: 370.359
• InChiKey: YNHLNRMJSQWCPV-XPTSAGLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  26.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  137.23
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-<(4,5-dimethoxy-2-nitrobenzyloxy)carbonyl>-L-isoleucine 在 N-甲基吗啉 、 硫化氢 、 氯甲酸异丁酯 作用下， 生成
  参考文献：
  名称：

  A Novel Acid-Catalyzed Isomerization of Aib-Containing Thiodipeptides

  摘要：

  DOI：

  10.1002/(sici)1522-2675(19990609)82:6<888::aid-hlca888>3.0.co;2-5
• 作为产物：
  描述：

  4,5-二甲氧基-2-硝基苯甲醇 在 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 31.0h， 生成 N-<(4,5-dimethoxy-2-nitrobenzyloxy)carbonyl>-L-isoleucine
  参考文献：
  名称：

  A Novel Acid-Catalyzed Isomerization of Aib-Containing Thiodipeptides

  摘要：

  DOI：

  10.1002/(sici)1522-2675(19990609)82:6<888::aid-hlca888>3.0.co;2-5

文献信息

• Synthesis of Pentafluorophenyl Esters of Nitroveratryloxycarbonyl-Protected Amino Acids
  作者：Yoon-Sik Lee、Dong-Sik Shin

  DOI：10.1055/s-0029-1218369

  日期：2009.12

  For efficient peptide synthesis on a glass chip, 20 kinds of pentafluorophenyl (Pfp) esters of nitroveratryloxycarbonyl (NVOC)-protected amino acids were synthesized by using Pfp tri­fluoroacetate. Simple purification step gave moderate to high yield. The first loading time of each amino acid on glass surface was 30-60 min. The UV cleavage of the NVOC group was completed within 10 minutes.

  为了在玻璃芯片上高效合成肽，通过使用五氟苯基三氟乙酸盐合成了20种硝基藜芦氧羰基（NVOC）保护的氨基酸的五氟苯基（Pfp）酯。简单的纯化步骤提供了中等至高产率。每个氨基酸在玻璃表面上的第一次加载时间为30-60分钟。NVOC基团的紫外光裂解在10分钟内完成。
• Automated Maskless Photolithography System for Peptide Microarray Synthesis on a Chip
  作者：Dong-Sik Shin、Kook-Nyung Lee、Byung-Wook Yoo、Jaehi Kim、Mira Kim、Yong-Kweon Kim、Yoon-Sik Lee

  DOI：10.1021/cc100009g

  日期：2010.7.12

  Maskless photolithographic peptide synthesis was performed on a glass chip using an automated peptide array synthesizer system. The peptide array synthesizer was built in a closed box, which contained optical and fluidic systems. The conditions for peptide synthesis were fully controlled by a computer program. For the peptide synthesis on a glass chip, 20 NVOC-protected amino acids were synthesized. The coupling efficiencies of two model peptide sequences were examined on ACA/APTS and PEG/CHI/GPTS chips. PEG/CHI/GPIS chip gave higher average stepwise yields of GIYWHHY (94%) and YIYGSFK (98%) than those of ACA/APTS chip. To quantify peptide-protein binding affinity, HPQ- or HPM-containing pentapeptides were synthesized on a PEG/CHI/GPTS chip and the binding event of Cy3 labeled-streptavidin was quantified. The peptide sequence of IQHPQ showed highest binding affinity with Cy3 labeled-streptavidin. The results demonstrated that the photolithographic peptide array synthesis method efficiently quantified the binding activities of protein-peptide interactions and it can be used for additional biological assay applications.