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] 3,5-dioxodecanethioate

• 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-[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] 3,5-dioxodecanethioate
• 化学式: C₃₁H₅₀N₇O₁₉P₃S
• 分子量: 949.8
• InChiKey: CFIAMSAKPMQXNK-HSJNEKGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4
• 重原子数：
  61
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  423
• 氢给体数：
  9
• 氢受体数：
  24

文献信息

• BIOSYNTHESIS OF POLYKETIDES
  申请人：William Marsh Rice University

  公开号：EP3328991A2

  公开（公告）日：2018-06-06
• ENGINEERED CELLS FOR IMPROVED PRODUCTION OF CANNABINOIDS
  申请人：Genomatica, Inc.

  公开号：US20220127649A1

  公开（公告）日：2022-04-28

  The invention provides non-natural microbial organisms containing enzymatic pathways and/or metabolic modifications for enhancing synthesis of olivetolic acid, olivetolic acid derivatives and/or cannabinoids.
• [EN] BIOSYNTHESIS OF POLYKETIDES<br/>[FR] BIOSYNTHÈSE DE POLYCÉTIDES
  申请人：UNIV RICE WILLIAM M

  公开号：WO2017020043A2

  公开（公告）日：2017-02-02

  This disclosure generally relates to the use of microorganisms to make various functionalized polyketides through polyketoacyl-CoA thiolase-catalyzed non-decarboxylative condensation reactions instead of decarboxylative reactions catalyzed by polyketide synthases. Native or engineered polyketoacyl-CoA thiolases catalyze the non-decarboxylative Claisen condensation in an iterative manner (i.e. multiple rounds) between two either unsubstituted or functionalized ketoacyl-CoAs (and polyketoacyl-CoAs) serving as the primers and acyl- CoAs serving as the extender unit to generate (and elongate) polyketoacyl-CoAs. Before the next round of polyketoacyl-CoA thiolase reaction, the β-keto group of the polyketide chain of polyketoacyl-CoA can be reduced and modified step-wise by 3-OH-polyketoacyl-CoA dehydrogenase or polyketoenoyl-CoA hydratase or polyketoenoyl-CoA reductase. Dehydrogenase converts the β-keto group to β-hydroxy group. Hydratase converts the β- hydroxy group to α-β-double-bond. Reductase converts the α-β-double-bond to single bond. Spontaneous or thioesterase catalyzed termination reaction terminates the elongation of polyketide chain of polyketoacyl-CoA at any point through CoA removal and spontaneous reactions rearrange the structure, generating the final functional polyketide products.
• [EN] SUSTAINABLE PRODUCTION OF CANNABINOIDS FROM SIMPLE PRECURSOR FEEDSTOCKS USING SACCHAROMYCES CEREVISIAE<br/>[FR] PRODUCTION DURABLE DE CANNABINOÏDES À PARTIR DE CHARGES DE PRÉCURSEURS SIMPLES À L'AIDE DE SACCHAROMYCES CEREVISIAE
  申请人：NAT UNIV SINGAPORE

  公开号：WO2021071439A1

  公开（公告）日：2021-04-15

  A recombinant cell of Saccharomyces cerevisiae that includes in its genome nucleic acids encoding cannabinoid biosynthetic pathway genes. A cannabinoid is produced by the recombinant cell in the presence of a cannabinoid precursor substrate and at least one of the cannabinoid biosynthetic pathway genes is from an organism other than Cannabis sativa, wherein the at least one of the cannabinoid biosynthetic pathway genes encodes a prenyltransferase. In an embodiment, the prenyltransferase is NphB from Streptomyces sp. having the amino acid sequence of any one of SEQ ID NOs: 8-11. Also disclosed is a method for producing a cannabinoid with the recombinant cell and the cannabinoid precursor substrate.
• [EN] CANNABINOID SYNTHASE VARIANTS AND METHODS FOR THEIR USE<br/>[FR] VARIANTS DE CANNABINOÏDE SYNTHASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：GENOMATICA INC

  公开号：WO2021211611A1

  公开（公告）日：2021-10-21

  The invention relates to a non-natural cannabinoid synthase comprising at least one amino acid variation as compared to a wild type cannabinoid synthase THCAS, comprising three alpha helices (αA, αB and αC) where a disulfide bond is not formed between alpha helix αA and alpha helix αC, wherein the non-natural cannabinoid synthase catalyzes the oxidative cyclization of CBGA into a cannabinoid. The invention further relates to a non-natural THCAS, a non-natural CBDAS, and a non-natural CBCAS. The invention also relates to a nucleic acid, expression construct, and engineered cell for making the non-natural THCAS, CBDAS, and/or CBCAS. Also provided are compositions comprising the non-natural THCAS, CBDAS, and/or CBCAS; isolated non-natural THCAS, CBDAS, and/or CBCAS enzymes; methods of making the isolated enzymes; cell extracts comprising cannabinoids; and methods of making cannabinoids.