O-trityl-Tyr | 133180-00-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: O-trityl-Tyr
• 英文别名: H-Tyr(Trt)-OH；(2S)-2-amino-3-(4-trityloxyphenyl)propanoic acid
• CAS: 133180-00-4
• 化学式: C₂₈H₂₅NO₃
• 分子量: 423.511
• InChiKey: NPNJNUNUMMLETK-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-trityl-Tyr 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 4-toluenesulfonylureido-L-tyrosine
  参考文献：
  名称：

  4-Toluenesulfonylureido derivatives of amines, amino acids and dipeptides: a novel class of potential antitumor agents

  摘要：

  The screening of a series of arylsulfonylureido derivatives of amines (such as histamine, or dopamine), aliphatic/aromatic amino acids (such as Gly, beta -Ala, Val, Lys, Arg, Phe, Tyr, DOPA, etc.) and dipeptides (such as GlyGly, beta -AlaHis) led to the identification of three derivatives that possess tumor growth inhibitory properties against several leukemia, non-small cell lung, ovarian, melanoma, colon, CNS, renal, and breast cancer cell lines in vitro. The new derivatives were prepared by reaction of 4-toluenesulfonyl isocyanate with (protected) amines, amino acids or dipeptides. The mechanism of antitumor action with these new derivatives is not known at the moment but it may imply uncoupling of mitochondria, as for the structurally related diarylsulfonylurea sulofenur, an investigational anticancer agent. (C) 2000 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(00)00122-6
• 作为产物：
  描述：

  Fmoc-Tyr(Trt)-OH 在 哌啶 作用下， 生成 O-trityl-Tyr
  参考文献：
  名称：

  4-Toluenesulfonylureido derivatives of amines, amino acids and dipeptides: a novel class of potential antitumor agents

  摘要：

  The screening of a series of arylsulfonylureido derivatives of amines (such as histamine, or dopamine), aliphatic/aromatic amino acids (such as Gly, beta -Ala, Val, Lys, Arg, Phe, Tyr, DOPA, etc.) and dipeptides (such as GlyGly, beta -AlaHis) led to the identification of three derivatives that possess tumor growth inhibitory properties against several leukemia, non-small cell lung, ovarian, melanoma, colon, CNS, renal, and breast cancer cell lines in vitro. The new derivatives were prepared by reaction of 4-toluenesulfonyl isocyanate with (protected) amines, amino acids or dipeptides. The mechanism of antitumor action with these new derivatives is not known at the moment but it may imply uncoupling of mitochondria, as for the structurally related diarylsulfonylurea sulofenur, an investigational anticancer agent. (C) 2000 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0928-0987(00)00122-6

文献信息

• Darstellung und einsatz von N-Fmoc-O-Trt-hydroxyaminosäuren zur “solid phase” synthese von peptiden
  作者：Kleomenis Barlos、Dimitrios Gatos、Sophia Koutsogianni、Wolfram Schäfer、George Stavropoulos、Yao Wenging

  DOI：10.1016/s0040-4039(00)79471-8

  日期：1991.1

  The preparation of the N-Fmoc-O-Trt derivatives of serine, threonine and tyrosine is described. Their usefulness in peptide synthesis has been determined in the successful solid phase preparation of the partially protected ACTH (fragment 1-10) and peptide T 12. The latter, having six hydroxy amino acid side chains protected with Trt groups, can be quantitatively cleaved from the applied 2-chlorotrityl resin with simultaneous side chain deprotection.
• [EN] SACCHARIDE FUNCTIONALISED CARBABORANE CONJUGATES OF HUMAN PEPTIDE Y<br/>[FR] CONJUGUÉS DE CARBABORANE FONCTIONNALISÉS PAR DES SACCHARIDES DU PEPTIDE Y HUMAIN
  申请人：UNIV LEIPZIG

  公开号：WO2019115609A1

  公开（公告）日：2019-06-20

  The present invention covers peptidic human Y1 receptor agonist - saccharide functionalised carbaborane conjugate compounds of general formula (I): X5PSX1PX6FPGX7X8X9PX10X11X12X13X2X14YYX3X15X16X17X4YINLITRPRY-NH2, in which F, G, I, L, N, P, R, S, T, Y, X1, X2, X3, X4, X5, X6, X7, X8, X9, X10, X11, X12, X13, X14, X15, X16, and X17 are as described and defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment of cancer by means of boron neutron capture therapy.
• 4-Toluenesulfonylureido derivatives of amines, amino acids and dipeptides: a novel class of potential antitumor agents
  作者：Antonio Mastrolorenzo、Andrea Scozzafava、Claudiu T. Supuran

  DOI：10.1016/s0928-0987(00)00122-6

  日期：2000.10

  The screening of a series of arylsulfonylureido derivatives of amines (such as histamine, or dopamine), aliphatic/aromatic amino acids (such as Gly, beta -Ala, Val, Lys, Arg, Phe, Tyr, DOPA, etc.) and dipeptides (such as GlyGly, beta -AlaHis) led to the identification of three derivatives that possess tumor growth inhibitory properties against several leukemia, non-small cell lung, ovarian, melanoma, colon, CNS, renal, and breast cancer cell lines in vitro. The new derivatives were prepared by reaction of 4-toluenesulfonyl isocyanate with (protected) amines, amino acids or dipeptides. The mechanism of antitumor action with these new derivatives is not known at the moment but it may imply uncoupling of mitochondria, as for the structurally related diarylsulfonylurea sulofenur, an investigational anticancer agent. (C) 2000 Elsevier Science B.V. All rights reserved.