4-(Dimethylallyl)-tryptophan | 5017-33-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4-(Dimethylallyl)-tryptophan
• 英文别名: 2-azaniumyl-3-[4-(3-methylbut-2-enyl)-1H-indol-3-yl]propanoate
• CAS: 5017-33-4
• 化学式: C₁₆H₂₀N₂O₂
• 分子量: 272.347
• InChiKey: MZSPRSJAOSKAAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  79.1
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(Dimethylallyl)-tryptophan 、 苯乙酰氯 以44%的产率得到3-[4-(3-Methyl-but-2-enyl)-1H-indol-3-yl]-2-phenylacetylamino-propionic acid
  参考文献：
  名称：

  通过有机金属反应与对映选择性酶促转化的组合合成对映体纯的4-烷基取代的色氨酸衍生物

  摘要：

  描述了对映体纯的4-取代的色氨酸12的合成。关键步骤是：i）通过N-TIPS保护的氨基胺的区域选择性锂化将烷基取代基引入吲哚的4-位；以及ii）青霉素G酰基转移酶对4-取代的色氨酸的苯基乙酰胺进行对映选择性皂化。

  DOI：

  10.1016/0040-4039(95)00001-s
• 作为产物：
  描述：

  (Dimethylallyl-skatyl)-formaminomalonsaeure-diethylester 在 sodium hydroxide 、 溶剂黄146 作用下， 生成 4-(Dimethylallyl)-tryptophan
  参考文献：
  名称：

  通过有机金属反应与对映选择性酶促转化的组合合成对映体纯的4-烷基取代的色氨酸衍生物

  摘要：

  描述了对映体纯的4-取代的色氨酸12的合成。关键步骤是：i）通过N-TIPS保护的氨基胺的区域选择性锂化将烷基取代基引入吲哚的4-位；以及ii）青霉素G酰基转移酶对4-取代的色氨酸的苯基乙酰胺进行对映选择性皂化。

  DOI：

  10.1016/0040-4039(95)00001-s

文献信息

• GENES AND PROCESSES FOR THE PRODUCTION OF CLAVINE-TYPE ALKALOIDS
  申请人：BASF SE

  公开号：EP2888351A2

  公开（公告）日：2015-07-01
• GENE CLUSTER FOR BIOSYNTHESIS OF CYCLOCLAVINE
  申请人：Schroeder Hartwig

  公开号：US20140073008A1

  公开（公告）日：2014-03-13

  The invention in principle pertains to the field of recombinant manufacture of alkaloids and, in particular, cycloclavine. It provides polynucleotides for the gene cluster of enzymes involved in the biosynthesis of cycloclavin as well as vectors and host cells comprising such polynucleotides. Also provided are polypeptides encoded by the said polynucleotides which can be applied in a method for the manufacture of cycloclavine also encompassed by the present invention.
• PROSS OPTIMIZED ENZYMES
  申请人：IGC BIO, INC.

  公开号：US20200291366A1

  公开（公告）日：2020-09-17

  The present invention provides enzymes that have been optimized by implementation of Protein Repair One Stop Shop (PROSS), an algorithm that generates protein design(s) for enhanced stability without changing either enzymatic properties or enzyme active site conformation of the respective enzyme. The protein design(s) generated by PROSS introduce mutations to the amino acid sequence of a wild-type protein, resulting in a mutated amino acid sequence that encodes a variant of the wild-type enzyme, i.e., “an enzyme variant”, which has an enhanced stability, core packing, surface polarity and backbone rigidity, a higher functional expression, and/or a combination thereof, compared to the stability core packing, surface polarity and backbone rigidity, functional expression and/or a combination thereof, of the wild-type enzyme.
• US9828617B2
  申请人：——

  公开号：US9828617B2

  公开（公告）日：2017-11-28
• [EN] GENE CLUSTER FOR BIOSYNTHESIS OF CYCLOCLAVINE<br/>[FR] BATTERIE DE GÈNES POUR LA BIOSYNTHÈSE DE LA CYCLOCLAVINE
  申请人：BASF SE

  公开号：WO2012116935A2

  公开（公告）日：2012-09-07

  The invention in principle pertains to the field of recombinant manufacture of alkaloids and, in particular, cycloclavine. It provides polynucleotides for the gene cluster of enzymes involved in the biosynthesis of cycloclavin as well as vectors and host cells comprising such polynucleotides. Also provided are polypeptides encoded by the said polynucleotides which can be applied in a method for the manufacture of cycloclavine also encompassed by the present invention.