(2S,3S)-methylcitric acid | 64815-78-7

• 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: (2S,3S)-methylcitric acid
• 英文别名: (2S,3S)-Methylcitronensaeure
• CAS: 64815-78-7
• 化学式: C₇H₁₀O₇
• 分子量: 206.152
• InChiKey: YNOXCRMFGMSKIJ-NFNCENRGSA-N

物化性质

• 沸点：
  313.1±42.0 °C(Predicted)
• 密度：
  1.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.0
• 重原子数：
  14.0
• 可旋转键数：
  5.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  132.13
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (2S,3S)-Methylcitronensaeure-trimethylester 在 sodium hydroxide 作用下， 生成 (2S,3S)-methylcitric acid
  参考文献：
  名称：

  Brandaenge,S. et al., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1977, vol. 31, p. 307 - 312

  摘要：

  DOI：

文献信息

• [EN] METHODS FOR PRODUCING 3-HYDROXY-3-METHYLBUTYRIC ACID<br/>[FR] PROCÉDÉS POUR PRODUIRE DE L'ACIDE 3-HYDROXY-3-MÉTHYLBUTYRIQUE
  申请人：GLOBAL BIOENERGIES

  公开号：WO2016042012A1

  公开（公告）日：2016-03-24

  Described is a method for the conversion of 3-methylcrotonyl-CoA into 3-hydroxy-3- methylbutyric acid comprising the steps of: (a) enzymatically converting 3-methylcrotonyl-CoA into 3-hydroxy-3-methylbutyryl-CoA; and (b) further enzymatically converting the thus produced 3-hydroxy-3-methylbutyryl-CoA into 3-hydroxy-3-methylbutyric acid wherein the enzymatic conversion of 3-hydroxy-3-methylbutyryl-CoA into 3-hydroxy-3-methylbutyric acid according to step (b) is achieved by first converting 3-hydroxy-3-methylbutyryl-CoA into 3-hydroxy-3-methylbutyryl phosphate and then subsequently converting the thus produced 3-hydroxy-3-methylbutyryl phosphate into 3-hydroxy-3-methylbutyric acid.

  描述了一种将3-甲基丙酰辅酶A转化为3-羟基-3-甲基丁酸的方法，包括以下步骤：(a)将3-甲基丙酰辅酶A酶促转化为3-羟基-3-甲基丁酰辅酶A；(b)进一步将所产生的3-羟基-3-甲基丁酰辅酶A酶促转化为3-羟基-3-甲基丁酸，其中根据步骤(b)将3-羟基-3-甲基丁酰辅酶A酶促转化为3-羟基-3-甲基丁酸的方法是首先将3-羟基-3-甲基丁酰辅酶A转化为3-羟基-3-甲基丁酰磷酸，然后随后将所产生的3-羟基-3-甲基丁酰磷酸转化为3-羟基-3-甲基丁酸。
• Methods for producing 3-hydroxy-3-methylbutyric acid
  申请人：Global Bioenergies

  公开号：US10676765B2

  公开（公告）日：2020-06-09

  Described is a method for the conversion of 3-methylcrotonyl-CoA into 3-hydroxy-3-methylbutyric acid comprising the steps of: (a) enzymatically converting 3-methylcrotonyl-CoA into 3-hydroxy-3-methylbutyryl-CoA; and (b) further enzymatically converting the thus produced 3-hydroxy-3-methylbutyryl-CoA into 3-hydroxy-3-methylbutyric acid wherein the enzymatic conversion of 3-hydroxy-3-methylbutyryl-CoA into 3-hydroxy-3-methylbutyric acid according to step (b) is achieved by first converting 3-hydroxy-3-methylbutyryl-CoA into 3-hydroxy-3-methylbutyryl phosphate and then subsequently converting the thus produced 3-hydroxy-3-methylbutyryl phosphate into 3-hydroxy-3-methylbutyric acid.

  描述了一种将 3-甲基巴豆酰-CoA 转化为 3-羟基-3-甲基丁酸的方法，包括以下步骤： (a) 酶法将 3-甲基巴豆酰-CoA 转化为 3-羟基-3-甲基丁酰-CoA；和 (b) 进一步将由此产生的 3-羟基-3-甲基丁酰-CoA 酶促转化为 3-羟基-3-甲基丁酸 其中，根据步骤(b)将3-羟基-3-甲基丁酰-CoA酶法转化为3-羟基-3-甲基丁酸是通过首先将3-羟基-3-甲基丁酰-CoA转化为3-羟基-3-甲基丁酰磷酸，然后再将由此产生的3-羟基-3-甲基丁酰磷酸转化为3-羟基-3-甲基丁酸来实现的。
• Brandänge; Josephson; Måhlén, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1984, vol. 38, # 8, p. 695 - 700
  作者：Brandänge、Josephson、Måhlén、Mörch

  DOI：——

  日期：——
• Characterisation of the 1H and 13C NMR spectra of methylcitric acid
  作者：Hanna Krawczyk、Tomasz Martyniuk

  DOI：10.1016/j.saa.2006.07.017

  日期：2007.6

  Methylcitric acid (MCA) was synthesised in Reformatsky reaction (2RS, 3RS stereoisomers) and in the nucleophilic addition (2RS, 3SR stereoisomers). The stereoselectivity of these reactions was analysed. H-1 and C-13 NMR spectra of diastereoisomers of methylcitric acid were recorded and interpreted. The values of H-1 chemical shifts and H-1-H-1 coupling constants were analysed. Proton-decoupled high-resolution C-13 NMR spectra of MCA diastereoisomers were measured in a series of dilute water solutions of various acidities. These data may provide a basis for unequivocal determination of the presence of MCA in the urine samples of patients' suffering from propionic acidemia, methylmalonic aciduria, or holocarboxylase synthetase deficiency. NMR spectroscopy enables determination of MCA diastereoisomers in body fluids and can be a complementary and useful diagnostic tool. (C) 2006 Elsevier B.V. All rights reserved.
• METHODS FOR PRODUCING 3-HYDROXY-3-METHYLBUTYRIC ACID
  申请人：Global Bioenergies

  公开号：EP3194605A1

  公开（公告）日：2017-07-26