NVOC-Met-OH | 30034-20-9

• 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: NVOC-Met-OH
• 英文别名: (2S)-2-[(4,5-dimethoxy-2-nitrophenyl)methoxycarbonylamino]-4-methylsulfanylbutanoic acid
• CAS: 30034-20-9
• 化学式: C₁₅H₂₀N₂O₈S
• 分子量: 388.398
• InChiKey: SJXTYYOZKAQPEN-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  165
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  三氟乙酸五氟苯酯 、 NVOC-Met-OH 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以66%的产率得到perfluorophenyl (((4,5-dimethoxy-2-nitrobenzyl)oxy)carbonyl)-L-methioninate
  参考文献：
  名称：

  Synthesis of Pentafluorophenyl Esters of Nitroveratryloxycarbonyl-Protected Amino Acids

  摘要：

  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。

  DOI：

  10.1055/s-0029-1218369
• 作为产物：
  描述：

  L-蛋氨酸 、 4,5-二甲氧基-2-硝基苄基氯甲酸酯 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 生成 NVOC-Met-OH
  参考文献：
  名称：

  Synthesis of Pentafluorophenyl Esters of Nitroveratryloxycarbonyl-Protected Amino Acids

  摘要：

  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。

  DOI：

  10.1055/s-0029-1218369

文献信息

• 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.
• [EN] PROTEIN SYNTHESIS USING MODIFIED RIBOSOMES<br/>[FR] SYNTHESE DE PROTEINES REALISEE AU MOYEN DE RIBOSOMES MODIFIES
  申请人：UNIV VIRGINIA

  公开号：WO2004035757A2

  公开（公告）日：2004-04-29

  The present invention is directed to modified ribosomes and methods of using such modified ribosomes to synthesize proteins that contain an unusual amino acid. In particular, the modified ribosomes show an enhanced facility relative to wild type ribosomes for incorporating D-amino acids and other modified amino acids into a protein's primary sequence.
• 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。