2-formamidohexanoic acid | 118659-59-9

• 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-formamidohexanoic acid
• 英文别名: N-formyl-D,L-norleucine；N-formylnorleucine；N-formyl-norleucine；N-Formyl-norleucin；N-Formyl-DL-norleucin；N-Formyl-DL-norleucin；n-alpha-Formyl-DL-norleucine
• CAS: 118659-59-9
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: IRIJLKLYPXLQSQ-UHFFFAOYSA-N

物化性质

• 熔点：
  113-115 °C
• 沸点：
  370.3±25.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-formamidohexanoic acid 在 4-二甲氨基吡啶 、 C₄₀H₄₂N₃OP 、 silver(I) acetate 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 98.0h， 生成
  参考文献：
  名称：

  [小α]取代的异氰基乙酸酯和酮亚胺的催化对映和非对映选择性曼尼希反应

  摘要：

  使用乙酸银和金鸡纳衍生的氨基膦二元催化剂体系对取代的异氰基乙酸酯原亲核体和（杂）芳基甲基酮衍生的酮亚胺进行高度非对映和对映选择性的曼尼希加成/环化反应...

  DOI：

  10.1039/c6cc04132a
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醇 、 马钱子碱 作用下， 生成 2-formamidohexanoic acid
  参考文献：
  名称：

  Marko, Justus Liebigs Annalen der Chemie, 1908, vol. 362, p. 334

  摘要：

  DOI：

文献信息

• Amidohydrolase Process: Expanding the use of l-N-carbamoylase/N-succinyl-amino acid racemase tandem for the production of different optically pure l-amino acids
  作者：Pablo Soriano-Maldonado、María José Rodríguez-Alonso、Carmen Hernández-Cervantes、Ignacio Rodríguez-García、Josefa María Clemente-Jiménez、Felipe Rodríguez-Vico、Sergio Martínez-Rodríguez、Francisco Javier Las Heras-Vázquez

  DOI：10.1016/j.procbio.2014.04.013

  日期：2014.8

  -carbamoyl-derivatives. The bienzymatic system was equally efficient in converting aromatic and aliphatic substrates. Total conversion was also achieved using high substrate concentrations (100 and 500 mM) with no noticeable inhibition. This “Amidohydrolase Process” enables the production of both natural and non-natural l -amino acids from a broad substrate spectrum with yields of over 95%.

  摘要 已经开发了包含来自嗜热土芽孢杆菌 CECT4264 (GkNSAAR) 的 N-琥珀酰氨基酸消旋酶和来自嗜热脂肪地芽孢杆菌 CECT43 (BsLcar) 的对映特异性 1-N-氨基甲酰化酶的双酶系统。这种生物催化剂已经能够通过动态动力学拆分从 N-乙酰-、N-甲酰基-和 N-氨基甲酰基-氨基酸的外消旋混合物开始生产光学纯的天然和非天然 l-氨基酸。N-甲酰基-氨基酸的转化率最快，其次是N-氨基甲酰基-和N-乙酰-氨基酸，并且GkNSAAR由于其较低的比活性被证明是该系统的限制步骤。金属离子钴对于生物催化剂的活性是必不可少的，当 Co 2+ 直接添加到反应混合物中时，系统的活性最佳。对于 N-甲酰基-和 N-氨基甲酰基-氨基酸底物，生物催化剂的最佳 pH 值证明为 8.0，而 N-甲酰基-氨基酸的最佳温度范围为 45-55 °C，而对于 N-甲酰基-氨基酸，最佳温度范围为 55-70
• [EN] UNIVERSAL ABT COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ABT UNIVERSELS ET LEURS UTILISATIONS
  申请人：KLEO PHARMACEUTICALS INC

  公开号：WO2019023501A1

  公开（公告）日：2019-01-31

  Among other things, the present disclosure provides compounds comprising universal antibody binding moieties and targeting moieties. In some embodiments, provided compounds recruit various types of antibodies to diseased cells such as cancer cells, and induce immune activities to kill such cells. Provided technologies are useful for treating various diseases including cancer.

  除其他外，本公开提供了包含通用抗体结合部分和靶向部分的化合物。在某些实施例中，所提供的化合物可以招募各种类型的抗体到疾病细胞，例如癌细胞，并诱导免疫活性以杀死这些细胞。所提供的技术对于治疗各种疾病包括癌症非常有用。
• PEPTIDE-COMPOUND CYCLIZATION METHOD
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US20150080549A1

  公开（公告）日：2015-03-19

  An object of the present invention is to provide methods of discovering drugs effective for tough targets, which have conventionally been discovered only with difficulty. The present invention relates to novel methods for cyclizing peptide compounds, and novel peptide compounds and libraries comprising the same, to achieve the above object.

  本发明的目的是提供一种发现对于难以处理的靶点有效的药物的方法，这些药物通常很难被发现。本发明涉及新型的环化肽化合物的方法，以及包含这些化合物的新型肽库，以实现上述目的。
• CYCLIC PEPTIDE COMPOUND HAVING HIGH MEMBRANE PERMEABILITY, AND LIBRARY CONTAINING SAME
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP3636807A1

  公开（公告）日：2020-04-15

  The present inventors have found that when screening for cyclic peptide compounds that can specifically bind to a target molecule, the use of a library including cyclic peptide compounds having a long side chain in the cyclic portion can improve the hit rate for cyclic peptide compounds that can specifically bind to the target molecule. Meanwhile, the present inventors have found that tryptophan and tyrosine residues, which have conventionally been used in oral low molecular-weight pharmaceuticals and are amino acid residues having an indole skeleton or a hydroxyphenyl group, are not suitable for peptides intended to attain high membrane permeability.

  本发明人发现，在筛选能与目标分子特异性结合的环肽化合物时，使用包括环状部分具有长侧链的环肽化合物库，可以提高能与目标分子特异性结合的环肽化合物的命中率。同时，本发明者发现色氨酸和酪氨酸残基不适合用于旨在获得高膜渗透性的肽，这两种残基通常用于口服低分子量药物，是具有吲哚骨架或羟基苯基的氨基酸残基。
• Remote Binding Energy in Antibody Catalysis:  Studies of a Catalytically Unoptimized Specificity Pocket
  作者：Herschel Wade、Thomas S. Scanlan

  DOI：10.1021/ja983017e

  日期：1999.2.1

  Binding interactions remote from the hydrolytic reaction center have been probed with substrate and phosphonate transition state analogues to understand how these types of interactions are used to promote catalysis in the 17E8 system, We find that the hapten-generated recogniton pocket in 17E8 has properties that are analogous to those of specificity pockets in enzymes, pie have also found that there are specific requirements to form catalytically productive interactions between the side chain and the recognition pocket including conformation, size, and geometry. An additional requirement includes Favorable simultaneous interactions between the side chain and binding packet along with favorable interactions with the oxyanion hole. The 17E8 side chain recognition pocket seems to be less catalytically efficient than analogous pockets in enzymatic systems. The apparent binding energy gained from the methylene-packet interactions in the 17E8 system is significantly smaller than those observed in natural enzymes. Furthermore, 17E8 does not use specific interactions in the recognition pocket to significantly affect catalytic turnover (k(cat)) which is thought to be a trait of an unoptimized catalyst. Analysis of the crystal structure of the 17E8,hapten complex has allowed for the identification of differences between the active sites of 17E8; and several proteases, The identified differences give insight to the sources of the inefficient use of binding energy.