(2Z)-4-[(3-Carboxypropyl)amino]-4-oxo-2-butenoic acid | 57079-12-6

• 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: (2Z)-4-[(3-Carboxypropyl)amino]-4-oxo-2-butenoic acid
• 英文别名: (Z)-4-(3-carboxypropylamino)-4-oxobut-2-enoic acid
• CAS: 57079-12-6
• 化学式: C₈H₁₁NO₅
• 分子量: 201.179
• InChiKey: YNSWNGCOMKJSHN-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  马来酸酐 、 4-氨基丁酸 以 溶剂黄146 为溶剂， 生成 (2Z)-4-[(3-Carboxypropyl)amino]-4-oxo-2-butenoic acid
  参考文献：
  名称：

  Alkylating derivatives of amino acids and peptides. Synthesis of N-maleoylamino acids, [1-(N-maleoylglycyl)cysteinyl]oxytocin, and [1-(N-maleoyl-11-aminoundecanoyl)cysteinyl]oxytocin. Effects on vasopressin-stimulated water loss from isolated toad bladder

  摘要：

  A method for the preparation of N-maleoylamino acids and esters is reported. These compounds were shown to inhibit both the oxytocin-induced smooth muscle contraction in the isolated rat uterus and the vasopressin-induced water loss from the isolated toad bladder. The inhibitory ability of the maleimides in the toad bladder assay was found to be related to their corresponding partition coefficients by the equation: log 1/C = -0.055 (log P) 2 + 0.227 log P + 3.96. N-Maleoylamino acids can be coupled to peptides to form alkylating reagents which react rapidly with sulfhydryl groups. The synthesis of [1-(N-maleoylglycyl)cysteinyl]oxytocin (3) and [1=(N-maleoyl-11-aminoundecanoyl)cysteinyl]oxytocin (4) as potential affinity labeling reagents is described. These oxytocin analogs were shown to readily react with sulfhydryl-containing compounds; however, neither 3 nor 4 was seen to inhibit in the rat uterus assay at concentrations up to 3 times 10(-5)M. When tested on the mucosal and serosal surfaces of the toad bladder, assay inhibition was seen only on the mucosal surface. These results are discussed with respect to the possible existence of sulfhydryl groups at neurohypophyseal receptors.

  DOI：

  10.1021/jm00244a011

文献信息

• Facile Synthesis of Reagents Containing a Terminal Maleimido Ligand Linked to an Active Ester
  作者：Ole Nielsen、Ole Buchardt

  DOI：10.1055/s-1991-26579

  日期：——

  Condensation of ω-amino acids with maleic anhydride to yield maleamino acids and subsequent esterification with N-hydroxysuccinimide, 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, or pentafluorophenol to give the corresponding esters in a one pot procedure are described. The reagents can be isolated and purified without chromatography in 7-55% yields.

  本研究描述了马来酸酐与Ï-氨基酸缩合生成马来氨基酸，然后与 N-羟基琥珀酰亚胺、3,4-二氢-3-羟基-4-氧代-1,2,3-苯并三嗪或五氟苯酚进行酯化反应，从而以一锅法生成相应的酯。这些试剂无需层析即可分离纯化，产率为 7-55%。
• Method and composition for diene rubber treatment
  申请人：MONSANTO COMPANY

  公开号：EP0080451A1

  公开（公告）日：1983-06-01

  Improved tack, green strength or non-black filler interaction capability are realized in a treated diene rubber. The method of treating diene rubberto achieve the improvements is shown, together with a composition in which maleamic acid or derivatives of maleamic acid are combined with sulfur or an organic sulfur compound capable of generating a thiyl radical.

  在经过处理的二烯烃橡胶中，粘性、生坯强度或非黑色填料相互作用能力都得到了改善。 图中展示了为实现上述改善而对二烯烃橡胶进行处理的方法，以及马来酰胺酸或马来酰胺酸衍生物与硫或能够生成硫基的有机硫化合物结合的组合物。
• FILMS FOR ASSAYING PROTEASE ACTIVITY
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP1270736A1

  公开（公告）日：2003-01-02

  A thin membrane for measuring protease activity, which is formed on a support and, which comprises one or more kinds of substances selected from the group consisting of a transferrin derivative and an albumin derivative and is crosslinked and/or substantially water-insoluble. The membrane enables selective measurement of protease activity of a particular class of protease such as matrix metalloproteinase 7.

  一种用于测量蛋白酶活性的薄膜，它形成于一种支撑物上，由一种或多种物质组成，这些物质选自由转铁蛋白衍生物和白蛋白衍生物组成的组，并且是交联的和/或基本上不溶于水。该膜可选择性地测量特定类别蛋白酶（如基质金属蛋白酶 7）的蛋白酶活性。
• Thin membrane for measuring protease activity
  申请人：Fuji Photo Film Co. Ltd.

  公开号：EP1686188A1

  公开（公告）日：2006-08-02

  A thin membrane for measuring protease activity, which is formed on a support, which comprises an albumin derivative and is crosslinked and/or substantially water-insoluble. The membrane enables selective measurement of protease activity of a particular class of protease such as matrix metalloproteinase 7.

  一种用于测量蛋白酶活性的薄膜，它形成于一种由白蛋白衍生物组成的、交联的和/或基本上不溶于水的支持物上。该薄膜可选择性地测量特定类别蛋白酶（如基质金属蛋白酶 7）的蛋白酶活性。
• Film for assaying protease activity
  申请人：——

  公开号：US20030148399A1

  公开（公告）日：2003-08-07

  A thin membrane for measuring protease activity, which is formed on a support and, which comprises one or more kinds of substances selected from the group consisting of a transferrin derivative and an albumin derivative and is crosslinked and/or substantially water-insoluble. The membrane enables selective measurement of protease activity of a particular class of protease such as matrix metalloproteinase 7.

  一种用于测量蛋白酶活性的薄膜，它形成于一种支撑物上，由一种或多种物质组成，这些物质选自由转铁蛋白衍生物和白蛋白衍生物组成的组，并且是交联的和/或基本上不溶于水。该膜可选择性地测量特定类别蛋白酶（如基质金属蛋白酶 7）的蛋白酶活性。