2-[(aminocarbonyl)amino]-4-(methylthio)butanoamide | 55064-40-9

• 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-[(aminocarbonyl)amino]-4-(methylthio)butanoamide
• 英文别名: α-ureido-γ-methylthiobutyramide；N-carbamoyl (D/L)-methionine amide；N-carbamoylmethioninamide；Cbm-Met-NH2；N-carbamoyl-methionine amide；N-Carbamoyl-methionin-amid；Butanamide, 2-[(aminocarbonyl)amino]-4-(methylthio)-；2-(carbamoylamino)-4-methylsulfanylbutanamide
• CAS: 55064-40-9
• 化学式: C₆H₁₃N₃O₂S
• mdl: MFCD11643203
• 分子量: 191.254
• InChiKey: VFMOYGNLHSTUPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为反应物：
  描述：

  2-[(aminocarbonyl)amino]-4-(methylthio)butanoamide 在 sodium hydroxide 、 phosphate buffer 、 Novozyme 539 作用下， 反应 24.0h， 以47%的产率得到(S)-N-carbamoylmethionine
  参考文献：
  名称：

  A new biocatalytic route to enantiopure N-carbamoyl amino acids by fast enzyme screening

  摘要：

  The enantioselective enzymatic deamidation of (rac)-N-carbamoyl amino acid amides (Cbm-AA-NH2) to enantiopure (L)-N-carbamoyl amino acids (Cbm-AA-OH) is described for the first time. Via fast screening methods of biocatalysts several proteases like Chirazyme P1, Chirazyme P2 and Subtilisin were identified, which give conversions of up to 47% and >98% ee. This conversion is most productive on aliphatic and primary amino acids. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00746-9
• 作为产物：
  描述：

  甲硫醇 、 2-羟基-3-丁烯腈 在 ammonium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以12%的产率得到2-[(aminocarbonyl)amino]-4-(methylthio)butanoamide
  参考文献：
  名称：

  Single-step synthesis of 5-(.BETA.-methylthioethyl)hydantoin from acrolein cyanohydrin and acrolein.

  摘要：

  DOI：

  10.1271/bbb1961.52.589

文献信息

• METHOD FOR THE CONVERSION OF METHYLMERCAPTOPROPIONALDEHYDE FORMED FROM CRUDE ACROLEIN AND CRUDE METHYL MERCAPTAN
  申请人：Steffan Martin

  公开号：US20130245318A1

  公开（公告）日：2013-09-19

  A reactive rectification column suitable for the production of 2-hydroxy-4-methylmercaptobutyric acid and/or methionine contains a weir having a height of 100 mm or more.

  一种适用于生产2-羟基-4-甲基巯基丁酸和/或蛋氨酸的反应矫正塔，其含有高度为100毫米或更高的堰。
• Preparation and use of methionylmethionine as feed additive for fish and crustaceans
  申请人：Kobler Christoph

  公开号：US09095161B2

  公开（公告）日：2015-08-04

  An animal feed mixture containing DL-methionyl-DL-methionine and salts thereof for animals kept in aquacultures is provided. Methods for preparing DL-methionyl-DL-methionine of formula (I) and methods to fractionate the diasteriomeric forms obtained are also provided.

  提供了一种含有DL-甲硫氨酰-DL-甲硫氨酸及其盐的动物饲料混合物，适用于水产养殖中的动物。同时还提供了制备式(I)的DL-甲硫氨酰-DL-甲硫氨酸的方法以及分离所得对映异构体形式的方法。
• DIPEPTIDES AS FEED ADDITIVES
  申请人：KOBLER Christoph

  公开号：US20100247707A1

  公开（公告）日：2010-09-30

  The invention relates to feed additives containing dipeptides or salts thereof, in which one amino acid residue of the dipeptide is a DL-methionyl residue and the other amino acid residue of the dipeptide is an amino acid in the L-configuration selected from lysine, threonine, tryptophan, histidine, valine, leucine, isoleucine, phenylalanine, arginine, cysteine and cystine; feed mixtures containing these additives and method of producing the dipeptides.

  本发明涉及一种饲料添加剂，其中包含二肽或其盐，其中二肽的一个氨基酸残基是DL-甲硫氨酰残基，而二肽的另一个氨基酸残基是选自赖氨酸、苏氨酸、色氨酸、组氨酸、缬氨酸、亮氨酸、异亮氨酸、苯丙氨酸、精氨酸、半胱氨酸和半胱氨酸的L-构型氨基酸；还涉及含有这些添加剂的饲料混合物以及制备二肽的方法。
• METHOD OF PRODUCTION OF A METHIONINE SALT
  申请人：Hasselbach Hans Joachim

  公开号：US20130231501A1

  公开（公告）日：2013-09-05

  A reaction system suitable for production of a methionine salt contains a reactive rectification column containing a weir having a height of 100 mm or more.

  适用于甲硫氨酸盐生产的反应系统包含一个反应精馏塔，其中包含一个高度为100毫米或更高的堰板。
• Process for the production of methionine
  申请人：Kobayashi Yoichi

  公开号：US20050176115A1

  公开（公告）日：2005-08-11

  A practical method for producing methionine is presented. When a substance capable of producing methionine through hydrolysis is used as raw material and converted into methionine by using a biocatalyst, the biocatalyst is repeatedly usable and the accumulation amount of methionine dissolved in the reaction solution is increased, and methionine is obtained in a solid form from the reaction solution. Specifically, the present invention relates to a method for producing methionine comprising the following steps: a first step of converting raw material capable of producing methionine through hydrolysis of 2-amino-4-methylthiobutyronitrile, and 2-amino-4-methylthiobutanamide or the like in an aqueous ammonia solution, into methionine-containing aqueous ammonia solution, with a biocatalyst through hydrolysis, a second step of separating the biocatalyst from the methionine-containing aqueous ammonia solution obtained in the first step, and a third step of distilling ammonia out of the methionine-containing aqueous ammonia solution separated in the second step to deposit and separate crystals of methionine.

  本发明提供了一种生产蛋氨酸的实用方法。当使用一种能够通过水解产生蛋氨酸的物质作为原料，并利用生物催化剂将其转化为蛋氨酸时，生物催化剂可以反复使用，并且反应溶液中溶解的蛋氨酸积累量增加，从反应溶液中得到固体蛋氨酸。具体地，本发明涉及一种生产蛋氨酸的方法，包括以下步骤：第一步，在氨水溶液中，通过水解将能够产生蛋氨酸的原料，如2-氨基-4-甲基硫丁腈和2-氨基-4-甲基硫丁酰胺等，与生物催化剂一起转化为含蛋氨酸的氨水溶液；第二步，将在第一步中获得的含蛋氨酸的氨水溶液与生物催化剂分离；第三步，蒸馏氨水溶液，使蛋氨酸结晶并分离出来。