FMOC-Tyr-Gly-Gly | 118409-71-5

• 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: FMOC-Tyr-Gly-Gly
• 英文别名: 2-[[2-[[(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetic acid
• CAS: 118409-71-5
• 化学式: C₂₈H₂₇N₃O₇
• 分子量: 517.538
• InChiKey: SYJFBDPGTBOBHE-DEOSSOPVSA-N

物化性质

• 沸点：
  925.1±65.0 °C(Predicted)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  154
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  FMOC-Tyr-Gly-Gly 在 bis(pyridine)iodonium tetrafluoroborate 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 以93%的产率得到
  参考文献：
  名称：

  C-methylation of phenols, tyrosine derivatives, and a tyrosine containing peptide

  摘要：

  A two step procedure is reported for the efficient C-methylation of phenolic compounds using a Stille reaction. This procedure requires no phenol protection and is tolerant to a wide variety of functional groups. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00348-2
• 作为产物：
  描述：

  L-酪氨酰甘氨酰甘氨酸 、 9-芴基甲基1-苯并三唑基碳酸酯 以 二氯甲烷 为溶剂， 以95%的产率得到FMOC-Tyr-Gly-Gly
  参考文献：
  名称：

  Efficient Synthesis of Complex Glycopeptides Based on Unprotected Oligosaccharides

  摘要：

  N-Glycopeptides containing 1 to 4 trisaccharide chains, with the carbohydrates vicinal to each other in the multivalent glycopeptides, were efficiently synthesized by using the glycosylated Fmoc-asparagine as a key building block. While the couplings of amino acids with glycopeptides could be achieved in the homogeneous solutions in N-methylpyrrolidinone (NMP) to give excellent yields, all products were conveniently isolated from the reaction mixtures through a precipitation method by using the free carbohydrate chains as phase tags. Commercially available pentafluorophenyl (Pfp) esters of amino acids were employed for the glycopeptide elongation. Longer glycopeptides were constructed by means of a highly convergent synthetic design that is based on the coupling of glycopeptide/peptide fragments. Hydrogen bond interactions between free oligosaccharides were proposed to explain the exceptionally high efficiency of the couplings between two glycosylated building blocks.

  DOI：

  10.1021/jo020570c

文献信息

• Amine derivatives of anthracycline antibodies
  申请人：Cytogen Corporation

  公开号：US05162512A1

  公开（公告）日：1992-11-10

  Novel antineoplastic amine-containing derivatives and methods for synthesizing such derivatives of anthracycline antibiotics are disclosed. The derivatives are useful to anthracycline antibiotic conjugates which retain substantial immunospecificity of the unconjugated antibody molecule. Using the conjugates, targeted delivery of the attached antibiotics is achieved in vivo. Such conjugates are thus therapeutically effective against a variety of neoplastic cellular disorders when administered in vivo. Methods for preparing the antibody conjugates and for use of the conjugates in vivo are also disclosed.

  本发明揭示了一种新型抗肿瘤胺类衍生物和合成此类蒽环类抗生素衍生物的方法。这些衍生物对于保留未结合抗体分子的重要免疫特异性的蒽环类抗生素偶联物非常有用。使用这些偶联物，在体内实现了附加抗生素的定向传递。因此，当在体内给予时，这些偶联物对各种肿瘤细胞疾病具有治疗效果。本发明还揭示了制备抗体偶联物和在体内使用偶联物的方法。
• Amine derivatives of anthracycline antibiotics
  申请人：Cytogen Corporation

  公开号：US04950738A1

  公开（公告）日：1990-08-21

  Novel antineoplastic amine-containing derivatives and methods for synthesizing such derivatives of anthracycline antibiotics are disclosed. The derivatives are useful to prepare site-selectively attached therapeutic antibody-anthracyline antibiotic conjugates which retain substantial immunospecificity of the unconjugated antibody molecule. Using the conjugates, targeted delivery of the attached antineoplastic amine derivatives of anthracycline antibiotics is achieved in vivo. Such conjugates are thus therapeutically effective against a variety of neoplastic cellular disorders when administered in vivo. Methods for preparing the antibody conjugates and for use of the conjugates in vivo are also disclosed.

  本发明揭示了一种含有新型抗肿瘤胺衍生物的蒽环素类抗生素衍生物及其合成方法。这些衍生物可用于制备位点选择性连接的治疗性抗体-蒽环素类抗生素偶联物，该偶联物保留了未偶联抗体分子的免疫特异性。使用这些偶联物，可以在体内实现附着的抗肿瘤胺衍生物的有针对性递送。因此，这些偶联物在体内对多种肿瘤细胞疾病具有治疗效果。本发明还揭示了制备抗体偶联物和使用偶联物在体内的方法。