(S)-2-hydroxy-4-methylpent-3-enoic acid | 143164-74-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-hydroxy-4-methylpent-3-enoic acid
• 英文别名: (S)-2-hydroxy-4-methyl-3-pentenoic acid；(2S)-2-hydroxy-4-methylpent-3-enoic acid
• CAS: 143164-74-3
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: ZTQAUTFFPBSHFN-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-methyl-2-oxo-pent-3-enoic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 120.0h， 生成 (S)-2-hydroxy-4-methylpent-3-enoic acid
  参考文献：
  名称：

  The use of an altered specificity engineered enzyme for asymmetric synthesis: enantioselective reduction of 4-methyl-2-oxopent-3-enoic acid

  摘要：

  一种经过基因工程改造的嗜硬热菌乳酸脱氢酶被用于对 4-甲基-2-氧代戊-3-烯酸进行对映选择性还原，这种酶含有结构基团，可改变底物的特异性，使其更倾向于具有笨重脂肪族侧链的α-酮酸。

  DOI：

  10.1039/c39920000924

文献信息

• Chiral synthesis with modified enzymes
  申请人：Genzyme Corporation

  公开号：US05770410A1

  公开（公告）日：1998-06-23

  A method for modifying the specificity or efficiency of an enzyme, while retaining its catalytic activity, is disclosed. The method is characterized by selecting an enzyme, the tertiary structure of which is substantially known or deduced; identifying a single specificity or efficiency-related region of the enzyme; identifying or constructing unique restriction sites bounding the identified region in the DNA coding therefor; generating a DNA sequence which corresponds to at least a portion of the identified region, except that the nucleotides of at least one codon are randomized, using the generated DNA sequence to replace the original such sequence; expressing the DNA including the generated DNA sequence; and selecting for a desired modification so that the DNA coding therefor may be isolated; the randomized DNA being generated by means of a PCR assembly method. Enzyme generated using this method, and having enhanced specificity or efficiency, are also disclosed.

  本发明公开了一种修改酶的特异性或效率，同时保持其催化活性的方法。该方法的特点是选择一个三级结构基本已知或推断的酶;确定酶的单一特异性或效率相关区域;识别或构建限制酶切位点，限制该区域的编码DNA;生成与所识别区域至少部分相对应的DNA序列，除了至少一个密码子的核苷酸是随机的，使用生成的DNA序列替换原始序列;表达包括生成的DNA序列的DNA;并选择所需的修饰，以便可以分离编码该修饰的DNA;随机化的DNA通过PCR组装方法生成。本发明还公开了使用该方法生成的具有增强特异性或效率的酶。
• CHIRAL SYNTHESIS WITH MODIFIED ENZYMES
  申请人：Genzyme Limited

  公开号：EP0625205A1

  公开（公告）日：1994-11-23
• US5770410A
  申请人：——

  公开号：US5770410A

  公开（公告）日：1998-06-23
• [EN] CHIRAL SYNTHESIS WITH MODIFIED ENZYMES
  申请人：GENZYME LIMITED

  公开号：WO1993015208A1

  公开（公告）日：1993-08-05

  (EN) A method for modifying the specificity and/or efficiency of an enzyme, while retaining its catalytic activity, characterised in that it comprises: selecting an enzyme, the tertiary structure of which is substantially known or deduced; identifying at least one specificity and/or efficiency-related region; identifying or constructing unique restriction sites bounding the identified region in the DNA coding therefor; generating a DNA sequence which corresponds to at least a portion of the identified region, except that the nucleotides of at least one codon are randomized, or selecting as a substitute for at least a portion of the identified region an alternative such region, which may itself be similarly randomized; using the generated or substitute DNA sequence to replace the original such sequence; expressing the DNA including the generated or substitute DNA sequence; and selecting for a desired modification so that the DNA coding therefor may be isolated is disclosed.(FR) L'invention décrit un procédé servant à modifier la spécificité et/ou l'efficacité d'une enzyme, tout en maintenant son activité catalytique et caractérisé par le fait qu'il ocmprend: la sélection d'une enzyme, dont la structure tertiaire est sensiblement connue ou déduite; l'identification d'au moins une région relative à la spécificité et/ou à l'efficacité; l'identification ou la construction de sites uniques de restriction limitant la région identifiée au codage d'ADN correspondant; la génération d'une séquence d'ADN correspondant à au moins une partie de la région identifiée, à l'exception du fait que les nucléotides d'au moins un codon sont randomisés, ou la sélection en tant que substitut d'au moins une partie de ladite région identifiée d'une région alternative similaire pouvant être elle-même randomisée similaire; l'utilisation de la séquence d'ADN générée ou substituée, afin de remplacer la séquence originale; l'expression de l'ADN comprenant la séquence d'ADN générée ou substituée; enfin, la sélection d'une modification souhaitée, de façon à pouvoir isoler le codage d'ADN correspondant.
• The use of an altered specificity engineered enzyme for asymmetric synthesis: enantioselective reduction of 4-methyl-2-oxopent-3-enoic acid
  作者：Guy Casy、Thomas V. Lee、Helen Lovell、Ben. J. Nichols、Richard B. Sessions、J. John Holbrook

  DOI：10.1039/c39920000924

  日期：——

  A genetically engineered version of Bacillus stearothermophilus lactate dehydrogenase, incorporating structural motifs which serve to alter substrate specificity in favour of α-keto acids with bulky aliphatic side chains, was used to effect enantioselective reduction of 4-methyl-2-oxopent-3-enoic acid.

  一种经过基因工程改造的嗜硬热菌乳酸脱氢酶被用于对 4-甲基-2-氧代戊-3-烯酸进行对映选择性还原，这种酶含有结构基团，可改变底物的特异性，使其更倾向于具有笨重脂肪族侧链的α-酮酸。