N²-<<(9H-Fluoren-9-yl)methoxy>carbonyl>-O⁴--L-tyrosine | 135544-65-9

• 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: N²-<<(9H-Fluoren-9-yl)methoxy>carbonyl>-O⁴--L-tyrosine
• 英文别名: Fmoc-Tyr(PO3tBu2)-OH；N²-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-O⁴-(di(tert-butoxy)phosphoryl)-L-tyrosine；(2S)-3-[4-[bis[(2-methylpropan-2-yl)oxy]phosphoryloxy]phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• CAS: 135544-65-9
• 化学式: C₃₂H₃₈NO₈P
• 分子量: 595.629
• InChiKey: XDODQTDUBIUOKY-NDEPHWFRSA-N

物化性质

• 沸点：
  706.1±60.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  42
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 calcium chloride 、 sodium hydroxide 作用下， 以92%的产率得到N²-<<(9H-Fluoren-9-yl)methoxy>carbonyl>-O⁴--L-tyrosine
  参考文献：
  名称：

  Efficient synthesis of phosphotyrosine building blocks using imidazolium trifluoroacetate

  摘要：

  We have successfully employed imidazolium trifluoroacetate as a replacement for tetrazole for efficient synthesis of phosphotyrosine. This modification is compatible with the protecting groups commonly used in solution phase and Fmoc-solid phase peptide synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.082

文献信息

• Inhibitors of signal transduction and activator of transcription 3
  申请人：McMurray S. John

  公开号：US20070010428A1

  公开（公告）日：2007-01-11

  Stat3 inhibitor compounds are disclosed, wherein the compounds are structural analogs of Ac-pTyr-Leu-Pro-Gln-Thr-NH 2 and bind to the SH2 domain of Stat3 under physiological conditions to inhibit a cellular signaling activity of Stat3.

  抑制剂化合物Stat3被披露，其中这些化合物是Ac-pTyr-Leu-Pro-Gln-Thr-NH2的结构类似物，并在生理条件下与Stat3的SH2结构域结合，从而抑制Stat3的细胞信号活性。
• Alternative Strategies for the Fmoc Solid-Phase Synthesis ofO4-Phospho-L-tyrosine-Containing Peptides
  作者：Eric A. Kitas、Reinhard Knorr、Arnold Trzeciak、Willi Bannwarth

  DOI：10.1002/hlca.19910740621

  日期：1991.9.18

  relevant O4-phospho-L-tyrosine-containing peptides have been synthesized by either the global phosphorylation of the side-chain-unprotected L-tyrosine moiety in presynthesized resin-bound peptides or alternatively by the incorporation of suitably protected O4-phospho-L-tyrosine building blocks in the continuous-flow method of Fmoc solid-phase peptide synthesis. Different phosphate-protecting groups have

  通过预先合成的树脂结合肽中侧链未保护的L-酪氨酸部分的整体磷酸化，或者通过掺入适当保护的O，已经合成了许多具有生物学意义的含O 4-磷酸-L-酪氨酸的肽Fmoc固相肽合成的连续流方法中的4-磷酸-L-酪氨酸构建基块。已经应用了不同的磷酸盐保护基。
• Efficient synthesis of phosphotyrosine building blocks using imidazolium trifluoroacetate
  作者：Cindy Gomez、Jianyong Chen、Shaomeng Wang

  DOI：10.1016/j.tetlet.2009.09.082

  日期：2009.12

  We have successfully employed imidazolium trifluoroacetate as a replacement for tetrazole for efficient synthesis of phosphotyrosine. This modification is compatible with the protecting groups commonly used in solution phase and Fmoc-solid phase peptide synthesis. (C) 2009 Elsevier Ltd. All rights reserved.