threoninyl-methionine | 90729-28-5

• 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: threoninyl-methionine
• 英文别名: N-threonylmethionine；threonylmethionine；Thr-Met；(2S)-2-[[(2S,3R)-2-amino-3-hydroxybutanoyl]amino]-4-methylsulfanylbutanoic acid
• CAS: 90729-28-5
• 化学式: C₉H₁₈N₂O₄S
• 分子量: 250.319
• InChiKey: APIDTRXFGYOLLH-VQVTYTSYSA-N

物化性质

• 沸点：
  583.2±50.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  142
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  threoninyl-methionine 在 过氧亚硝酸 、 sodium phosphate buffer 作用下， 以 水 为溶剂， 生成 乙醛 、 (S)-2-((2S,3R)-2-Amino-3-hydroxy-butyrylamino)-4-methanesulfinyl-butyric acid
  参考文献：
  名称：

  过氧亚硝酸盐氧化苏氨酰甲硫氨酸。通过与单电子光氧化的比较来量化单电子转移途径

  摘要：

  过氧亚硝酸盐可以通过单电子和双电子氧化途径修饰蛋氨酸。在这里，我们使用特征反应量化了过氧亚硝酸盐对苏氨酰甲硫氨酸 (Thr-Met) 的单电子氧化程度，根据该反应，Thr-Met 硫自由基阳离子通过 Thr 侧链的断裂而分解，产生乙醛。通过使用三线态 4-羧基二苯甲酮的单电子光氧化，获得了从 Thr-Met 硫自由基阳离子形成乙醛的效率、方面、光。通过激光闪光光解和时间分辨紫外光谱法获得了三线态 4-羧基二苯甲酮形成 Thr-Met 硫自由基阳离子的精确量子产率。测量过亚硝酸盐与 Thr-Met 反应的乙醛产率，并将这些乙醛产率按面划分，照片产生了过氧亚硝酸盐通过单电子转移途径与 Thr-Met 反应的程度。Thr-Met 几乎没有单电子氧化...

  DOI：

  10.1021/ja964031z

文献信息

• MUTANT PROTEIN HAVING THE PEPTIDE-SYNTHESIZING ACTIVITY
  申请人：ABE Isao

  公开号：US20070292916A1

  公开（公告）日：2007-12-20

  The present invention aims at providing an excellent peptide-synthesizing protein and a method for efficiently producing a peptide. The peptide is synthesized by reacting an amine component and a carboxy component in the presence of at least one of proteins shown in the following (I) and (II). (I) The mutant protein having an amino acid sequence comprising one or more mutations from any of the mutations 1 to 68, and the mutations 239 to 290 and 324 to 377 in an amino acid sequence of SEQ ID NO:2. (II) The mutant protein having an amino acid sequence comprising one or more mutations from any of the mutations L1 to L335 and M1 to M642 in an amino acid sequence of SEQ ID NO:208

  本发明旨在提供一种优秀的肽合成蛋白质及高效生产肽的方法。在以下（I）和（II）所示的蛋白质的至少一种存在下，通过在胺组分和羧组分存在下反应合成肽。其中，（I）为突变蛋白质，其氨基酸序列包括来自于突变1至突变68、突变239至突变290和突变324至突变377的一个或多个突变；（II）为突变蛋白质，其氨基酸序列包括来自于L1至L335和M1至M642的一个或多个突变。
• Mutant protein having the peptide-synthesizing activity
  申请人：Abe Isao

  公开号：US20070190602A1

  公开（公告）日：2007-08-16

  The present invention aims at providing an excellent peptide-synthesizing protein and a method for efficiently producing a peptide. The peptide is synthesized by reacting an amine component and a carboxy component in the presence of at least one of proteins shown in the following (I) and (II). (I) The mutant protein having an amino acid sequence comprising one or more mutations from any of the mutations 1 to 68, and the mutations 239 to 290 and 324 to 377 in an amino acid sequence of SEQ ID NO:2. (II) The mutant protein having an amino acid sequence comprising one or more mutations from any of the mutations L1 to L335 and M1 to M642 in an amino acid sequence of SEQ ID NO:208

  本发明旨在提供一种优异的合成肽蛋白质及高效生产肽的方法。在以下(I)和(II)所示的蛋白质的存在下，通过反应胺组分和羧基组分来合成肽。(I)突变蛋白质的氨基酸序列包括来自突变1到68和突变239到290以及SEQ ID NO:2的氨基酸序列中的突变324到377中的一个或多个突变。(II)突变蛋白质的氨基酸序列包括来自突变L1到L335和M1到M642和SEQ ID NO:208的氨基酸序列中的一个或多个突变。
• MUTANT PROTEIN HAVING PEPTIDE-PRODUCTION ACTIVITY
  申请人：Ajinomoto Co., Inc.

  公开号：EP1829968A1

  公开（公告）日：2007-09-05

  The present invention aims at providing an excellent peptide-synthesizing protein and a method for efficiently producing a peptide. The peptide is synthesized by reacting an amine component and a carboxy component in the presence of at least one of proteins shown in the following (I) and (II). (I) The mutant protein having an amino acid sequence comprising one or more mutations from any of the mutations 1 to 68, and the mutations 239 to 290 and 324 to 377 in an amino acid sequence of SEQ ID NO:2. (II) The mutant protein having an amino acid sequence comprising one or more mutations from any of the mutations L1 to L335 and M1 to M642 in an amino acid sequence of SEQ ID NO:208

  本发明旨在提供一种优良的多肽合成蛋白和一种高效生产多肽的方法。该多肽是在至少一种如下(I)和(II)所示的蛋白质存在下，通过胺组分和羧基组分反应合成的。 (I)突变体蛋白质，其氨基酸序列包含 SEQ ID NO:2 的氨基酸序列中的突变 1 至 68、突变 239 至 290 和突变 324 至 377 中的一个或多个突变。 (II)突变体蛋白质，其氨基酸序列包含以下突变中的一个或多个突变 SEQ ID NO:208 的氨基酸序列中的 L1 至 L335 突变和 M1 至 M642 突变中的任一个或多个突变的突变体蛋白。
• Oxidation of methionine peptides by Fenton systems: the importance of peptide sequence, neighbouring groups and EDTA
  作者：Christian Schöneich、Jian Yang

  DOI：10.1039/p29960000915

  日期：——

  We investigated the anaerobic oxidation of several Thr- and Met-containing di- and tri-peptides by Fenton systems, (NH4)(2)Fe(SO4)(2)/H2O2 and [Fe-II(EDTA)](2-)/H2O2, respectively, and compared the respective product patterns with those obtained after oxidation with free radiation chemically generated hydroxyl radicals. The products obtained by the (NH4)(2)Fe(SO4)/H2O2 system did not show any significant resemblance to product patterns characteristic for free hydroxyl radicals. In contrast, the [Fe-II(EDTA)](2-)/H2O2 system generated a material balance which showed some similarity to the free hydroxyl radical-generated pattern, From a comparison of the relative reactivities of the various functional groups of the peptides with the quantities of products obtained, we conclude that for Thr-Met, in particular at pH 6.3, a direct attack of a fraction of reactive oxygen species at the Met sulfur caused the formation of a sulfuranyl radical intermediate. This then underwent intramolecular coupled proton/electron-transfer with the protonated N-terminus to yield nitrogen-centered radical cations. The latter subsequently suffered heterolytic fragmentation of the C-alpha-C-beta bond of Thr to yield acetaldehyde. Such a pathway had previously been characterized for the oxidation of Thr-Met by free HO.. The occurrence of such intramolecular radical transformation is taken as evidence that neighbouring group effects can operate during metal-catalysed peptide (and possibly protein) oxidation.
• BIOMARKERS FOR KIDNEY CANCER AND METHODS USING THE SAME
  申请人：Metabolon, Inc.

  公开号：EP2788763A2

  公开（公告）日：2014-10-15