Asp-Asp-Phe

• 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: Asp-Asp-Phe
• 英文别名: (3S)-3-amino-4-[[(2S)-3-carboxy-1-[[(1S)-1-carboxy-2-phenylethyl]amino]-1-oxopropan-2-yl]amino]-4-oxobutanoic acid
• 化学式: C₁₇H₂₁N₃O₈
• 分子量: 395.4
• InChiKey: SVFOIXMRMLROHO-SRVKXCTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  196
• 氢给体数：
  6
• 氢受体数：
  9

文献信息

• Method for recovering alpha-L-aspartyl-L-phenylalanine methyl ester
  申请人：AJINOMOTO CO., INC.

  公开号：EP0248416A2

  公开（公告）日：1987-12-09

  A process for recovering α-L-aspartyl-L-phenylalanine-­methyl ester (α-APM) or the hydrochloride thereof from a solution mixture containing (I) α-L-aspartyl-L-phenylalanine dimethyl ester (α-A(M)PM), and the corresponding demethylation derivatives (II), i.e. α-L-aspartyl-L-phenylalanine methyl ester (α-APM), α-L-aspartyl methyl ester-L-phenylalanine, wherein the methyl ester group is bound to the β-carboxy group of the aspartyl residue (α-A(M)P), and α-L-aspartyl-­L-phenylalanine (α-AP), and at least one inorganic chloride, comprises desalting and concentrating a solution mixture in which the weight ratio of (I) to (II) is not greater than 1.0 and the ratio of the inorganic chloride content (III) to the sum of the compounds (I+II), i.e. III/(I+II) in terms of the weight ratio is not less than 1.0, by means of a reverse osmosis membrane having a NaCl inhibition rate of 30 to 80 % until said ratio of the inorganic chloride content to the content of compounds I and II, i.e. III/(I+II) attains a value in the range of 0.3 to 1.3 in terms of the weight ratio, then bringing the concentrate into contact with an aqueous solvent containing methanol and hydrochloric acid to pre­cipitate α-L-aspartyl-L-phenylalanine methyl ester (α-APM) hydrochloride and optionally neutralizing the hydrochloride.

  一种从含有(I) α-L-天冬氨酰-L-苯丙氨酸二甲酯(α-A(M)PM)和相应的去甲基化衍生物(II)的溶液混合物中回收α-L-天冬氨酰-L-苯丙氨酸甲酯(α-APM)或其盐酸盐的工艺，即α-L-天冬氨酰-L-苯丙氨酸甲酯（α-APM）、α-L-天冬氨酰甲酯-L-苯丙氨酸，其中甲酯基团与天冬氨酰残基的β-羧基结合（α-A(M)P）、和α-L-天冬氨酰-L-苯丙氨酸（α-AP），以及至少一种无机氯，包括脱盐和浓缩溶液混合物，其中(I)和(II)的重量比不大于 1.0，且无机氯含量（III）与化合物（I+II）总和之比，即 III/(I+II) 的重量比不小于 1.0 的溶液混合物，通过 NaCl 抑制率为 30% 至 80% 的反渗透膜进行脱盐和浓缩，直至上述无机氯含量与化合物 I 和 II 含量之比，即 III/(I+II) 的重量比不小于 1.0。即 III/(I+II)的重量比达到 0.3 至 1.3 的范围内，然后将浓缩物与含有甲醇和盐酸的水溶剂接触，沉淀出 α-L-天冬氨酰-L-苯丙氨酸甲酯（α-APM）盐酸盐，并可选择中和盐酸盐。
• Novel 2,5-dioxopiperazine compounds and method for preparing alpha-aspartyl-L-phenylalanine methyl ester derivatives
  申请人：Ajinomoto Co., Inc.

  公开号：EP0538882A1

  公开（公告）日：1993-04-28

  A method of preparing α-APM derivatives without using an expensive L-phenylalanine is provided, wherein 2,5-dioxopiperazine-3-acetamide is reacted with acetic anhydride to give N,N'-diacetyl-6-cyanomethyl-2,5-dioxopiperazine, which is then reacted with benzaldehyde in the presence of a strong base to give 1-acetyl-3-benzylidene-6-cyanomethyl-2,5-dioxopiperazine. This is treated with hydrazine to give 3-benzylidene-6-cyanomethyl-2,5-dioxopiperazine, which is then reduced to prepare 3-benzyl-6-cyanomethyl-2,5-dioxopiperazine, which is converted by reaction with methanol in the presence of a strong acid to an α-APM derivative for use as a sweetener.

  本发明提供了一种不使用昂贵的 L-苯丙氨酸而制备 α-APM 衍生物的方法，其中 2,5-二氧代哌嗪-3-乙酰胺与乙酸酐反应生成 N,N'-二乙酰基-6-氰基甲基-2,5-二氧代哌嗪，然后在强碱存在下与苯甲醛反应生成 1-乙酰基-3-亚苄基-6-氰基甲基-2,5-二氧代哌嗪。再用肼处理，得到 3-亚苄基-6-氰甲基-2,5-二氧代哌嗪，然后将其还原，制备出 3-苄基-6-氰甲基-2,5-二氧代哌嗪，在强酸存在下与甲醇反应，将其转化为用作甜味剂的 α-APM 衍生物。
• Imides; a process for their production and a process for the production of dipeptides using them
  申请人：Ajinomoto Co., Inc.

  公开号：EP0297560B1

  公开（公告）日：1998-03-04
• US4345091A
  申请人：——

  公开号：US4345091A

  公开（公告）日：1982-08-17