α-Brombenzylphosphonsaeure | 40962-35-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: α-Brombenzylphosphonsaeure
• 英文别名: [bromo(phenyl)methyl]phosphonic acid
• CAS: 40962-35-4
• 化学式: C₇H₈BrO₃P
• 分子量: 251.016
• InChiKey: UQMARDZPRCIGET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  diethyl (bromo(phenyl)methyl)phosphonate 在 水 、 溴 作用下， 以 1,4-二氧六环 为溶剂， 生成 α-Brombenzylphosphonsaeure
  参考文献：
  名称：

  Chervenyuk,G.I.; Griner,G.V., Journal of general chemistry of the USSR, 1972, vol. 42, p. 2180 - 2183

  摘要：

  DOI：

文献信息

• [EN] METHODS AND SYSTEMS FOR PREPARING IRREVERSIBLE INHIBITORS OF PROTEIN TYROSINE PHOSPHATASES<br/>[FR] PROCÉDÉS ET SYSTÈMES POUR PRÉPARER DES INHIBITEURS IRRÉVERSIBLES DE PROTÉINES TYROSINES PHOSPHATASES
  申请人：UNIV ALBERTA

  公开号：WO2011106898A1

  公开（公告）日：2011-09-09

  Described herein are the preparation and use of novel bromo- phosphonomethylphenylalanine amino acid derivatives (BrPmp) and BrPmp-containing peptides as specific, irreversible protein tyrosine phosphatase inhibitors, which are suitable for application in peptide synthesis. These derivatives are particularly advantageous since their synthesis is both easy and scalable, and they are suitable for peptide synthesis. The BrPmp derivatives described herein can be appropriately protected to allow for solid phase peptide synthesis (SPPS) and incorporation into peptides for preparation of protein tyrosine phosphatase inhibitors and inhibitor libraries. The peptides and peptide libraries can be used to identify new protein tyrosine phosphatase specific sequences and profile protein tyrosine phosphatase activity in cell lysates, diagnostic samples and biopsy samples.

  在本发明中，描述了新颖的溴代磷酰甲基苯丙氨酸氨基酸衍生物（BrPmp）及其含BrPmp肽段的制备和应用，这些衍生物是特异性的、不可逆的蛋白酪氨酸磷酸酶抑制剂，适用于肽合成中的应用。这些衍生物的合成既简单又可放大，适合于肽合成。所述的BrPmp衍生物可以适当地进行保护，以便进行固相肽合成（SPPS）并并入肽中，用于制备蛋白酪氨酸磷酸酶抑制剂和抑制剂库。所得到的肽和肽库可用于识别新的蛋白酪氨酸磷酸酶特异序列，并在细胞裂解液、诊断样本和活检样本中分析蛋白酪氨酸磷酸酶的活性。
• UNNATURAL AMINO ACIDS CAPABLE OF COVALENTLY MODIFYING PROTEIN PHOSPHATASES AND THEIR USE AS GENERAL AND SPECIFIC INHIBITORS AND PROBES
  申请人：Shen Kui

  公开号：US20100061936A1

  公开（公告）日：2010-03-11

  An unnatural amino acid including a phosphate mimicking group for mimicking a phosphate group in phosphoamino acids and a protein phosphatase modifying group for covalently binding protein phosphatases. A probe for detecting disease including a phosphate mimicking group for mimicking a phosphate group in phosphoamino acids and a protein phosphatase modifying group for covalently binding protein phosphatases. A method for detecting the presence of disease by administering the unnatural amino acid, binding the unnatural amino acid with a phosphatase, detecting a signal, and detecting the presence of disease. A method of identifying a known protein phosphatase, and a method of identifying an unknown protein phosphatase. A method of making the unnatural amino acid.

  包括一种模拟磷酸基团的非天然氨基酸，用于模拟磷酸氨基酸中的磷酸基团，以及用于共价结合蛋白磷酸酶的蛋白磷酸酶修饰基团的非天然氨基酸。一种用于检测疾病的探针，包括一种模拟磷酸基团的非天然氨基酸，用于模拟磷酸氨基酸中的磷酸基团，以及用于共价结合蛋白磷酸酶的蛋白磷酸酶修饰基团。一种通过给予非天然氨基酸，结合非天然氨基酸与磷酸酶，检测信号，并检测疾病存在的方法。一种识别已知蛋白磷酸酶的方法，以及一种识别未知蛋白磷酸酶的方法。一种制备非天然氨基酸的方法。
• Phosphonic acid biaryl derivatives as inhibitors of protein tyrosine phosphatase 1B (PTP-1B)
  申请人：——

  公开号：US20020052346A1

  公开（公告）日：2002-05-02

  The invention encompasses the novel class of compounds represented by formula I which are inhibitors of the PTP-1B enzyme. 1 The invention also encompasses pharmaceutical compositions and methods of treating or preventing PTP-1B mediated diseases, including diabetes, obesity, and diabetes-related conditions.

  该发明涵盖了由公式I表示的新型化合物类别，这些化合物是PTP-1B酶的抑制剂。该发明还涵盖了制备药物组合物和治疗或预防PTP-1B介导的疾病的方法，包括糖尿病、肥胖症和与糖尿病相关的疾病。
• Activity-based probes for protein tyrosine phosphatases
  申请人：Zhang Zhong-Yin

  公开号：US20050233469A1

  公开（公告）日：2005-10-20

  Provided are compounds capable of covalently binding to a protein tyrosine phosphatase (PTP). The compounds comprise Formula A: Also provided are compositions comprising one of the above compounds covalently bound to a member of the PTP superfamily, methods of labeling a PTP using the compounds, methods of isolating a PTP from a mixture of proteins using the compounds, methods of evaluating whether a substance is an inhibitor of a PTP using the compounds, methods of evaluating the specificity of an inhibitor of a PTP using the compounds, methods of identifying a PTP involved in a disease in a mammal using the compounds, and methods of diagnosing a disease in a mammal using the compounds.

  提供的化合物能够共价结合到蛋白酪氨酸磷酸酶（PTP）。这些化合物包括公式A：此外还提供了包含以上一种化合物与PTP超家族成员共价结合的组合物，使用这些化合物标记PTP的方法，使用这些化合物从混合蛋白中分离PTP的方法，使用这些化合物评估物质是否为PTP抑制剂的方法，使用这些化合物评估PTP抑制剂的特异性的方法，使用这些化合物鉴定哺乳动物中与疾病相关的PTP的方法，以及使用这些化合物诊断哺乳动物中的疾病的方法。
• Methods and Systems for Preparing Irreversible Inhibitors of Protein Tyrosine Phosphatases
  申请人：Cairo Christopher Warren

  公开号：US20130165333A1

  公开（公告）日：2013-06-27

  Described herein are the preparation and use of novel bromo-phosphonomethylphenylalanine amino acid derivatives (BrPmp) and BrPmp-containing peptides as specific, irreversible protein tyrosine phosphatase inhibitors, which are suitable for application in peptide synthesis. These derivatives are particularly advantageous since their synthesis is both easy and scalable, and they are suitable for peptide synthesis. The BrPmp derivatives described herein can be appropriately protected to allow for solid phase peptide synthesis (SPPS) and incorporation into peptides for preparation of protein tyrosine phosphatase inhibitors and inhibitor libraries. The peptides and peptide libraries can be used to identify new protein tyrosine phosphatase specific sequences and profile protein tyrosine phosphatase activity in cell lysates, diagnostic samples and biopsy samples.

  本文描述了一种新型溴代磷酸甲基苯丙氨酸氨基酸衍生物（BrPmp）和含有BrPmp的肽的制备和使用，作为特异性、不可逆的蛋白酪氨酸磷酸酶抑制剂，适用于肽合成。这些衍生物特别优越，因为它们的合成既容易又可扩展，并且它们适用于肽合成。本文所述的BrPmp衍生物可以适当地保护，以允许固相肽合成（SPPS）和将其纳入肽中，以制备蛋白酪氨酸磷酸酶抑制剂和抑制剂库。这些肽和肽库可用于识别新的蛋白酪氨酸磷酸酶特异性序列，并在细胞裂解物、诊断样本和活检样本中分析蛋白酪氨酸磷酸酶活性。