β-hydroxybutanoylcoenzyme A

• 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: β-hydroxybutanoylcoenzyme A
• 英文别名: β-hydroxybutanoyl-CoA；2-Hydroxybutyryl-Coenzyme A；2-hydroxybutanoyl-CoA；S-[2-[3-[[(2R)-4-[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] 2-hydroxybutanethioate
• 化学式: C₂₅H₄₂N₇O₁₈P₃S
• 分子量: 853.632
• InChiKey: AIYBLGFBHQLGMH-MIZDRFBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -5.4
• 重原子数：
  54
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  409
• 氢给体数：
  10
• 氢受体数：
  23

反应信息

• 作为产物：
  描述：

  S-[2-[3-[[4-[[[(2R,3S,4R,5R)-5-(6-氨基嘌呤-9-基)-4-羟基-3-膦酰氧基四氢呋喃-2-基]甲氧基-羟基磷酰]氧基-羟基磷酰]氧基-2-羟基-3,3-二甲基丁酰基]氨基]丙酰氨基]乙基]甲烷硫酸酯 、 丙醛 在 human 2-hydroxyacyl Coenzyme A lyase 、 焦磷酸硫胺素 、 magnesium chloride 作用下， 以 aq. buffer 为溶剂， 反应 1.0h， 生成 β-hydroxybutanoylcoenzyme A
  参考文献：
  名称：

  草酰辅酶 A 脱羧酶能够将醛亲核一碳延伸成手性 α-羟基酸。

  摘要：

  从简单的、可再生的碳单元合成复杂的分子是可持续经济的目标。在这里，我们探索了硫胺素二磷酸依赖性（ThDP）草酰辅酶A脱羧酶（OXC）/2-羟酰辅酶A裂解酶（HACL）超家族的生物催化潜力，该家族通过释放C1-单位甲酰辅酶A。我们表明 OXC/HACL 超家族包含混杂的成员，这些成员可以逆转以进行各种醛的亲核 C1 延伸，产生相应的 2-羟基酰基-CoA 硫酯。我们通过合理的酶工程改进了 Mmethylorubrum extorquens OXC 的催化性能，并将其与两种新描述的酶（特定的草酰辅酶 A 合成酶和 2-羟酰辅酶 A 硫酯酶）相结合。这种酶级联能够将草酸盐和芳香醛连续转化为有价值的 (S)-α-羟基酸，对映体过量高达 99%。

  DOI：

  10.1002/anie.201915155

文献信息

• MICROORGANISMS FOR PRODUCING METHACRYLIC ACID AND METHACRYLATE ESTERS AND METHODS RELATED THERETO
  申请人：BURK Mark J.

  公开号：US20130065279A1

  公开（公告）日：2013-03-14

  The invention provides a non-naturally occurring microbial organism having a methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate pathway. The microbial organism contains at least one exogenous nucleic acid encoding an enzyme in a methacrylic acid pathway. The invention additionally provides a method for producing methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate. The method can include culturing methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate producing microbial organism, where the microbial organism expresses at least one exogenous nucleic acid encoding a methacrylic acid pathway enzyme in a sufficient amount to produce methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate, under conditions and for a sufficient period of time to produce methacrylic acid, methacrylate ester, 3-hydroxyisobutyrate and/or 2-hydroxyisobutyrate.

  本发明提供了一种非自然存在的微生物，其具有甲基丙烯酸、甲基丙烯酸酯、3-羟基异丁酸和/或2-羟基异丁酸途径。该微生物含有至少一个外源性核酸，编码甲基丙烯酸途径中的一种酶。本发明还提供了一种生产甲基丙烯酸、甲基丙烯酸酯、3-羟基异丁酸和/或2-羟基异丁酸的方法。该方法可以包括培养产生甲基丙烯酸、甲基丙烯酸酯、3-羟基异丁酸和/或2-羟基异丁酸的微生物，在条件和足够的时间下，微生物表达至少一个外源性核酸编码的甲基丙烯酸途径酶，以产生甲基丙烯酸、甲基丙烯酸酯、3-羟基异丁酸和/或2-羟基异丁酸。
• Enzymatic systems for carbon fixation and methods of generating same
  申请人：Yeda Research and Development Co. Ltd.

  公开号：US10077437B2

  公开（公告）日：2018-09-18

  A system for carbon fixation is provided. The system comprises enzymes which catalyze reactions of a carbon fixation pathway, wherein at least one of the reactions of the carbon fixation pathway is a carboxylation reaction, wherein products of the reactions of the carbon fixation pathway comprise oxaloacetate and malonyl-CoA, wherein an enzyme which performs the carboxylation reaction is selected from the group consisting of phophoenolpyruvate (PEP) carboxlase, pyruvate carboxylase and acetyl-CoA carboxylase and wherein an export product of the carbon fixation pathway is glyoxylate. Additional carbon fixation pathways are also provided and methods of generating same.

  提供了一种碳固定系统。该系统包括催化碳固定途径反应的酶，其中碳固定途径的至少一个反应是羧化反应，碳固定途径反应的产物包括草酰乙酸和丙二酰-CoA、其中进行羧化反应的酶选自磷烯醇丙酮酸（PEP）羧化酶、丙酮酸羧化酶和乙酰-CoA 羧化酶组成的组，碳固定途径的输出产物为乙醛酸。还提供了其他碳固定途径及其生成方法。
• Biosynthesis of products from 1-carbon compounds
  申请人：Gonzalez Ramon

  公开号：US11186834B2

  公开（公告）日：2021-11-30

  An engineered microbe that contains a designed platform for the conversion of one-carbon substrates to chemical products is described. The designed platform embodies a new metabolic architecture that consolidates carbon fixation, central metabolism, and product synthesis into a single pathway. This is made possible by the key finding that 2-hydroxyacyl-CoA lyase, an enzyme in the α-oxidation pathway, is capable of catalyzing the C—C bond formation between formyl-CoA and aldehydes of different chain lengths, allowing for the elongation of the carbon backbone of said aldehyde by one-carbon units. These novel microbes present an opportunity for the production of chemicals from single-carbon feedstocks such as carbon dioxide, carbon monoxide, formate, formaldehyde, methanol or methane.

  本文描述了一种工程微生物，它包含一个将一碳底物转化为化学产品的设计平台。所设计的平台体现了一种新的代谢结构，它将碳固定、中心代谢和产物合成整合为一条途径。之所以能够做到这一点，关键在于α-氧化途径中的一种酶--2-羟基乙酰-CoA 裂解酶能够催化甲酰-CoA 与不同链长的醛之间形成 C-C键，从而使所述醛的碳骨架延长一个碳单位。这些新型微生物为利用二氧化碳、一氧化碳、甲酸盐、甲醛、甲醇或甲烷等单碳原料生产化学品提供了机会。
• BIOSYNTHESIS OF PRODUCTS FROM 1-CARBON COMPOUNDS
  申请人：William Marsh Rice University

  公开号：EP3212797A1

  公开（公告）日：2017-09-06
• METHODS AND MATERIALS FOR THE BIOSYNTHESIS OF BETA HYDROXY FATTY ACID ANIONS AND/OR DERIVATIVES THEREOF AND/OR COMPOUNDS RELATED THERETO
  申请人：INVISTA Textiles (U.K.) Limited

  公开号：EP3746559A1

  公开（公告）日：2020-12-09