2-(Carboxyformamido)-3-phenylpropanoic acid | 141635-16-7

• 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: 2-(Carboxyformamido)-3-phenylpropanoic acid
• 英文别名: 2-(oxaloamino)-3-phenylpropanoic acid
• CAS: 141635-16-7
• 化学式: C₁₁H₁₁NO₅
• 分子量: 237.212
• InChiKey: ULQWGBCNOHBNDB-UHFFFAOYSA-N

物化性质

• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  DL-苯基丙氨酸甲酯盐酸盐 在 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 2-(Carboxyformamido)-3-phenylpropanoic acid
  参考文献：
  名称：

  Complementary Steric Engineering at the Protein–Ligand Interface for Analogue-Sensitive TET Oxygenases

  摘要：

  Ten-eleven translocation (TET) enzymes employ O-2 earth-abundant iron, and 2-ketoglutarate (2KG) to perform iterative C-H oxidation of 5-methylcytosine in DNA to control expression of the mammalian genome. Given that more than 60 such C-H oxygenases are present in humans, determining context-dependent functions of each of these enzymes is a pivotal challenge. In an effort to tackle the problem, we developed analogue-sensitive TET enzymes to perturb the activity of a specific member. We rationally engineered the TET2-2KG interface to develop TET2 variants with an expanded active site that can be specifically inhibited by the N-oxalylglycine (NOG) derivatives carrying a complementary steric "bump". Herein, we describe the identification and engineering of a bulky gatekeeper residue for TET proteins, characterize the orthogonal mutant-inhibitor pairs, and show generality of the approach. Employing cell-permeable NOG analogues, we show that the TET2 mutant can be specifically inhibited to conditionally modulate cytosine methylation in chromosomal DNA in intact human cells. Finally, we demonstrate application of the orthogonal mutant-inhibitor pair to probe transcriptional activity of a specific TET member in cells. Our work provides a general platform for developing analogue-sensitive 2KG-dependent oxygenases to unravel their functions in diverse signaling processes.

  DOI：

  10.1021/jacs.8b05283

文献信息

• [EN] COMPOUNDS AND METHODS FOR THE IDENTIFICATION OF HISTONE DEMETHYLASE INTERACTING MOLECULES AND FOR THE PURIFICATION OF HISTONE DEMETHYLASE PROTEINS<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR IDENTIFIER DES MOLÉCULES AYANT UNE INTERACTION AVEC LES HISTONES DÉMÉTHYLASES ET POUR PURIFIER DES PROTÉINES D'HISTONE DÉMÉTHYLASE
  申请人：CELLZOME AG

  公开号：WO2012150042A1

  公开（公告）日：2012-11-08

  The present invention relates to immobilization compounds, immobilization products and preparations thereof as well as methods and uses for the identification of histone demethylase interacting compounds or for the purification or identification of histone demethylase proteins.

  本发明涉及固定化化合物、固定化产品及其制备方法，以及用于识别组蛋白去甲基化酶相互作用化合物或用于纯化或鉴定组蛋白去甲基化酶蛋白的方法和用途。
• METHOD FOR ASSAYING OGFOD1 ACTIVITY
  申请人：Schofield Christopher Joseph

  公开号：US20140051106A1

  公开（公告）日：2014-02-20

  The present invention relates to assays for monitoring activity of OGFOD1 activity, in particular, to assays for identifying modulators of OGFOD1 activity. The invention also relates to assays to monitor the prolyl hydroxylase activity of OGFOD1 on its substrate, the human ribosomal protein RPS23. The invention also enables the introduction of 3-hydroxyprolyl residues into peptides and proteins.

  本发明涉及用于监测OGFOD1活性的检测方法，特别是用于鉴定OGFOD1活性调节剂的检测方法。该发明还涉及用于监测OGFOD1对其底物人类核糖体蛋白RPS23的脯氨酸羟化酶活性的检测方法。该发明还能够将3-羟基脯氨酸残基引入肽和蛋白质中。
• Novel inhibitors of prolyl 4-hydroxylase. 3. Inhibition by the substrate analog N-oxaloglycine and its derivatives
  作者：C. Jane Cunliffe、Trevor J. Franklin、Neil J. Hales、George B. Hill

  DOI：10.1021/jm00092a016

  日期：1992.7

  N-Oxaloglycine (3) is an alpha-ketoglutarate (1) analogue that is a competitive inhibitor of prolyl 4-hydroxylase (EC 1.14.11.2). A study of the structure-activity relationships of some other oxalo derivatives shows that substitution on the glycine moiety modulates activity stereoselectively and that if the omega-carboxylate is homologated or replaced by either acylsulfonamides or anilide, then activity is sharply reduced. This sensitivity to these changes is contrasted with the relative insensitivity of another putative alpha-ketoglutarate analogue, pyridine-2,5-dicarboxylic acid (2), and the implication is discussed that compounds of both series are unlikely to bind to prolyl hydroxylase in the same way even though both inhibit the enzyme competitively.
• MINA53 ASSAYS
  申请人：ISIS INNOVATION LIMITED

  公开号：EP1929035B1

  公开（公告）日：2012-09-19
• COMPOUNDS FOR USE IN A METHOD OF PREVENTING OR TREATING VIRAL INFECTION
  申请人：The U.S.A. as represented by the Secretary, Department of Health and Human Services

  公开号：EP2595613B1

  公开（公告）日：2019-01-09