2-氨基-6-三甲基铵基-己酸盐 | 19253-88-4

• 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
• 中文名称: 2-氨基-6-三甲基铵基-己酸盐
• 英文名称: Trimethyllysine
• 英文别名: (2S)-2-azaniumyl-6-(trimethylazaniumyl)hexanoate
• CAS: 19253-88-4；27613-42-9；28101-37-3；82889-95-0
• 化学式: C₉H₂₁N₂O₂
• 分子量: 189.278
• InChiKey: MXNRLFUSFKVQSK-QMMMGPOBSA-O

物化性质

• 熔点：
  247 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-6-三甲基铵基-己酸盐 在 alpha-酮戊二酸 、 trimethyllysine hydroxylase 、 iron(II) sulfate 、 sodium ascorbate 作用下， 以 aq. buffer 为溶剂， 反应 2.0h， 生成 (2S,3S)-3-hydroxy-N^ε-trimethyllysine
  参考文献：
  名称：

  Fluorinated trimethyllysine as a¹⁹F NMR probe for trimethyllysine hydroxylase catalysis

  摘要：

  人类三甲基赖氨酸羟化酶（TMLH）催化的Nε-（氟甲基）二甲基赖氨酸的C-3羟化可以通过19F NMR光谱监测。

  DOI：

  10.1039/c6ob02683d

文献信息

• [EN] THERAPEUTIC BORON-CONTAINING COMPOUNDS<br/>[FR] COMPOSÉS THÉRAPEUTIQUES CONTENANT DU BORE
  申请人：UNIV TROMSOE

  公开号：WO2013104897A1

  公开（公告）日：2013-07-18

  The present invention relates to compounds of Formula (I) wherein R1 and R3 are hydrogen; R2 and R4, which may be the same or different, are hydrogen, a C1-6 alkyl group optionally substituted by an aryl group which may itself be substituted, the substituent group including an alkyl group or an -OR group in which R is a C1-3 alkyl group, with one or more hydrogen atoms optionally replaced with a halogen atom; or an aryl group which may be substituted, the substituent group including an alkyl group or an -OR group in which R is a C1-3 alkyl group, with one or more hydrogen atoms optionally replaced with a halogen atom; with the proviso that R2 and R4 are not both hydrogen; the atom of R4 which is attached to Cβ is either a saturated carbon atom or an atom which is part of a 1 substituted aromatic ring; (AA)0-5 is an amino acid, amino acid derivative, peptide of up to 5 amino acids or a peptidomimetic thereof which optionally incorporates an N-terminal capping group, when the group is (AA)0 an N-terminal capping group is present, covalently attached to the nitrogen atom shown in Formula (I) and the capping group comprises at least 5 non-hydrogen atoms; R5 is hydrogen or a C1-3 20 alkyl group, when AA=0, R5 may form a cyclic group with the N-terminal capping group; R6 and R7 independently of one another denote hydrogen or a C1-6 alkyl group; or together with the boron atom and the oxygen atoms, form a mono-, bi- or tricyclic, saturated or partly unsaturated, mono-, di-, tri- or tetra- C1-6 alkylated or phenylated ring system having 5-18 ring members; and salt forms and stereoisomers thereof. The invention further relates to pharmaceutical formulations containing these compounds and the use of these compounds in therapy, particularly as antimicrobial agents, more particularly as an agent effective in treating a Mycobacterium tuberculosis infection or a Candida albicans infection. (I)

  本发明涉及式（I）的化合物，其中R1和R3为氢；R2和R4，可以相同也可以不同，为氢，一个C1-6烷基基团，可选择地被芳基基团取代，该芳基基团本身可能被取代，取代基团包括一个烷基基团或一个-OR基团，其中R为C1-3烷基基团，其中一个或多个氢原子可选择地被卤素原子取代；或者为一个可能被取代的芳基基团，取代基团包括一个烷基基团或一个-OR基团，其中R为C1-3烷基基团，其中一个或多个氢原子可选择地被卤素原子取代；但R2和R4不能同时为氢；与连接到Cβ的R4原子是饱和碳原子或是1-取代芳香环的一部分的原子；（AA）0-5是氨基酸、氨基酸衍生物、最多含有5个氨基酸的肽或其肽类似物，可选择地包含一个N-末端帽基团，当该基团为（AA）0时，存在一个N-末端帽基团，共价连接到式（I）中所示的氮原子，并且帽基团至少包含5个非氢原子；R5为氢或C1-3烷基基团，当AA=0时，R5可以与N-末端帽基团形成一个环状基团；R6和R7彼此独立地表示氢或C1-6烷基基团；或者与硼原子和氧原子一起形成一个单环、双环或三环的饱和或部分不饱和的、单烷基化或苯基化的环系统，具有5-18个环成员；以及其盐形式和立体异构体。本发明还涉及含有这些化合物的药物配方以及这些化合物在治疗中的使用，特别是作为抗微生物药物，更具体地作为一种有效治疗结核分枝杆菌感染或念珠菌感染的药物。
• [EN] NOVEL ZWITTERIONIC FLUORESCENT DYES FOR LABELING IN PROTEOMIC AND OTHER BIOLOGICAL ANALYSES<br/>[FR] NOUVEAUX COLORANTS ZWITTERIONIQUES FLUORESCENTS POUR LE MARQUAGE EN PROTEOMIQUE ET AUTRES ANALYSES BIOLOGIQUES
  申请人：UNIV MONTANA STATE

  公开号：WO2004009598A1

  公开（公告）日：2004-01-29

  The invention relates to compositions and methods useful in the labeling and identification of proteins. The invention provides for highly soluble zwitterionic dye molecules where the dyes and associated side groups are non-titratable and maintain their net zwitterionic character over a broad pH range, e.g. between pH 3 and 12. These dye molecules find utility in a variety of applications, including use in the field of proteomics.

  本发明涉及用于蛋白质标记和鉴定的有用的组合物和方法。本发明提供了一种高度可溶的两性离子染料分子，其中染料和相关侧链不具可滴定性，在广泛的pH范围内保持其净两性离子特性，例如在pH 3到12之间。这些染料分子在多种应用中具有实用价值，包括在蛋白质组学领域的使用。
• [EN] SYNTHETIC RECEPTOR COMPOUNDS FOR DETECTION OF MODIFIED AMINO ACIDS IN PEPTIDES AND PROTEINS<br/>[FR] COMPOSÉS RÉCEPTEURS SYNTHÉTIQUES POUR LA DÉTECTION D'ACIDES AMINÉS MODIFIÉS DANS DES PEPTIDES ET DES PROTÉINES
  申请人：UNIV NORTH CAROLINA CHAPEL HILL

  公开号：WO2017079538A1

  公开（公告）日：2017-05-11

  The present invention concerns compounds useful as probes for detecting modified amino acids in peptides or proteins.

  这项发明涉及作为探针用于检测肽或蛋白质中修饰氨基酸的化合物。
• THERAPEUTIC PEPTIDES
  申请人：Strom Morten

  公开号：US20130035296A1

  公开（公告）日：2013-02-07

  The present invention provides a peptide, peptidomimetic or amino acid derivative having a net positive charge of at least +2 and incorporating a disubstituted β amino acid, each of the substituting groups in the β amino acid, which may be the same or different, comprises at least (7) non-hydrogen atoms, is lipophilic and has at least one cyclic group, one or more cyclic groups within a substituting group may be linked or fused to one or more cyclic groups within the other substituting group and where cyclic groups are fused in this way the combined total number of non-hydrogen atoms for the two substituting groups is at least (12), for use as a cytolytic therapeutic agent; as well as non therapeutic uses of these molecules and certain defined novel compounds from within this definition.

  本发明提供了一种具有至少+2的净正电荷并且包含二取代β氨基酸的肽、肽类似物或氨基酸衍生物，β氨基酸中的每个取代基（可能相同也可能不同）包括至少（7）个非氢原子，具有亲脂性并且至少有一个环状基团，一个或多个取代基内的环状基团可以连接或融合到另一个取代基内的一个或多个环状基团中，当环状基团以这种方式融合时，两个取代基的非氢原子的总数至少为（12），用作溶细胞治疗剂；以及这些分子的非治疗用途以及从该定义中确定的某些新化合物。
• Synthesis of New Trisulfonated Calix[4]arenes Functionalized at the Upper Rim, and Their Complexation with the Trimethyllysine Epigenetic Mark
  作者：Kevin D. Daze、Manuel C. F. Ma、Florent Pineux、Fraser Hof

  DOI：10.1021/ol300243b

  日期：2012.3.16

  to produce a new family of trisulfonated calix[4]arenes bearing a single group, selectively introduced, that lines the binding pocket is reported. Ten examples, including new sulfonamide and biphenyl-substituted hosts, each with additional binding elements, demonstrate the tuning of guest affinities and selectivities. NMR titrations in phosphate-buffered water show that one of the new hosts binds to

  据报道，合成路线可生产新的三磺化杯芳烃[4]芳烃家族，该芳烃带有一个选择性引入的单一基团，该基团位于结合口袋中。十个实例，包括新的磺酰胺和联苯取代的主体，每个主体都具有其他结合元素，证明了客体亲和力和选择性的调整。在磷酸盐缓冲水中的NMR滴定表明，新宿主之一以迄今观察到的最高亲和力和选择性结合到修饰的氨基酸三甲基赖氨酸上。