(2S)-4-(tert-butyldisulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2S)-4-(tert-butyldisulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
• 化学式: C₂₉H₃₆N₃O₇PolS₂
• 分子量: 588.8
• InChiKey: VVQUJYAEFYZHEQ-BIAFCPFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  165
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-chlorotrityl resin 、 Nα-(fluoren-9-ylmethoxycarbonyl)-Nε-tert-butoxycarbonyl-5S-(methyldisulfanyl)-L-lysine 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 (2S)-4-(tert-butyldisulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
  参考文献：
  名称：

  [EN] LYSINE COMPOUNDS AND THEIR USE IN SITE- AND CHEMOSELECTIVE MODIFICATION OF PEPTIDES AND PROTEINS
  [FR] COMPOSÉS LYSINES ET LEUR UTILISATION DANS UNE MODIFICATION SÉLECTIVE DE SITE ET CHIMIOSÉLECTIVE DE PEPTIDES ET PROTÉINES

  摘要：

  公开号：

  WO2010131962A3

文献信息

• TOTAL CHEMICAL SYNTHESIS OF UBIQUITIN, UBIQUITIN MUTANTS AND DERIVATIVES THEREOF
  申请人：Ovaa Huib

  公开号：US20130267680A1

  公开（公告）日：2013-10-10

  The present invention relates to the field of total chemical synthesis of ubiquitin and related peptides. More in particular, a method is provided of solid phase synthesis of ubiquitin, ubiquitin mutants and derivatives thereof. It was the object of the present invention to provide an approach for the total chemical synthesis of ubuiqitin, which allows for the chemical synthesis of virtually any Ub mutant and giving high overall efficiency and purity. The present inventors have surprisingly found that this object can be realized with a method relying on incorporation of special amino acid building blocks. This approach was found to allow for exceptionally high yields of up to 14% and to provide an synthetic entry into virtually any ubiquitin derivative.
• US8729009B2
  申请人：——

  公开号：US8729009B2

  公开（公告）日：2014-05-20
• [EN] TOTAL CHEMICAL SYNTHESIS OF UBIQUITIN, UBIQUITIN MUTANTS AND DERIVATIVES THEREOF<br/>[FR] SYNTHÈSE CHIMIQUE TOTALE DE L'UBIQUITINE, MUTANTS D'UBIQUITINE ET LEURS DÉRIVÉS
  申请人：STICHTING HET NL KANKERINST

  公开号：WO2012036551A1

  公开（公告）日：2012-03-22

  The present invention relates to the field of total chemical synthesis of ubiquitin and related peptides. More in particular, a method is provided of solid phase synthesis of ubiquitin, ubiquitin mutants and derivatives thereof. It was the object of the present invention to provide an approach for the total chemical synthesis of ubiquitin, which allows for the chemical synthesis of virtually any Ub mutant and giving high overall efficiency and purity. The present inventors have surprisingly found that this object can be realized with a method relying on incorporation of special amino acid building blocks. This approach was found to allow for exceptionally high yields of up to 14% and to provide an synthetic entry into virtually any ubiquitin derivative.
• [EN] LYSINE COMPOUNDS AND THEIR USE IN SITE- AND CHEMOSELECTIVE MODIFICATION OF PEPTIDES AND PROTEINS<br/>[FR] COMPOSÉS LYSINES ET LEUR UTILISATION DANS UNE MODIFICATION SÉLECTIVE DE SITE ET CHIMIOSÉLECTIVE DE PEPTIDES ET PROTÉINES
  申请人：STICHTING NL KANKER INST

  公开号：WO2010131962A3

  公开（公告）日：2011-03-03