3-(thiazol-4-yl)propenoic acid | 1590410-45-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(thiazol-4-yl)propenoic acid
• 英文别名: (E)-3-(Thiazol-4-yl)acrylic acid；3-(1,3-thiazol-4-yl)prop-2-enoic acid
• CAS: 1590410-45-9
• 化学式: C₆H₅NO₂S
• 分子量: 155.177
• InChiKey: IXZOCDJVRALXCG-UHFFFAOYSA-N

物化性质

• 沸点：
  334.9±17.0 °C(Predicted)
• 密度：
  1.440±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(thiazol-4-yl)propenoic acid 在 氯化亚砜 、 sodium azide 、 N,O-双三甲硅基乙酰胺 、 N,N-二甲基甲酰胺 作用下， 以 1,4-二氧六环 、 二苯醚 、 氯仿 、 水 、 乙腈 为溶剂， 反应 7.5h， 生成
  参考文献：
  名称：

  Optimization of Replication, Transcription, and Translation in a Semi-Synthetic Organism

  摘要：

  Previously, we reported the creation of a semi synthetic organism (SSO) that stores and retrieves increased information by virtue of stably maintaining an unnatural base pair (UBP) in its DNA, transcribing the corresponding unnatural nucleotides into the codons and anticodons of mRNAs and tRNAs, and then using them to produce proteins containing noncanonical amino acids (ncAAs). Here we report a systematic extension of the effort to optimize the SSO by exploring a variety of deoxy- and ribonucleotide analogues. Importantly, this includes the first in vivo structure-activity relationship (SAR) analysis of unnatural ribonucleoside triphosphates. Similarities and differences between how DNA and RNA polymerases recognize the unnatural nucleotides were observed, and remarkably, we found that a wide variety of unnatural ribonucleotides can be efficiently transcribed into RNA and then productively and selectively paired at the ribosome to mediate the synthesis of proteins with ncAAs. The results extend previous studies, demonstrating that nucleotides bearing no significant structural or functional homology to the natural nucleotides can be efficiently and selectively paired during replication, to include each step of the entire process of information storage and retrieval. From a practical perspective, the results identify the most optimal UBP for replication and transcription, as well as the most optimal unnatural ribonucleoside triphosphates for transcription and translation. The optimized SSO is now, for the first time, able to efficiently produce proteins containing multiple, proximal ncAAs.

  DOI：

  10.1021/jacs.9b02075
• 作为产物：
  描述：

  噻唑-4-甲醛 、 丙二酸 生成 3-(thiazol-4-yl)propenoic acid
  参考文献：
  名称：

  一类非天然碱基三磷酸及其合成方法和应用

  摘要：

  本发明公开了一类非天然碱基三磷酸及其合成方法和应用，属于新型非天然核苷酸类似物的合成技术领域。本发明的技术方案要点为：一类非天然碱基三磷酸，其结构式分别为：本发明还具体公开了该非天然碱基三磷酸的具体合成方法及测序应用。本发明通过实验证明了dTAT1具有较好的光稳定性，且两种新合成的非天然碱基都可以在体外扩增且具有较好的扩增效率，为半合成生物提供了新思路。

  公开号：

  CN114031648A

文献信息

• ANTI-FIBROTIC PYRIDINONES
  申请人：InterMune, Inc.

  公开号：US20140094456A1

  公开（公告）日：2014-04-03

  Disclosed are pyridinone compounds, method for preparing these compounds, and methods for treating fibrotic disorders.

  揭示了吡啶酮化合物，制备这些化合物的方法，以及治疗纤维化疾病的方法。
• REAGENTS AND METHODS FOR REPLICATION, TRANSCRIPTION, AND TRANSLATION IN SEMI-SYNTHETIC ORGANISMS
  申请人：The Scripps Research Institute

  公开号：US20200392550A1

  公开（公告）日：2020-12-17

  Disclosed herein are compositions, methods, cells, engineered microorganisms, and kits for increasing the production of proteins or polypeptides comprising one or more unnatural amino acids. Further provided are compositions, cells, engineered microorganisms, and kits for increasing the retention of unnatural nucleic acids encoding the unnatural amino acids in an engineered cell, or semi-synthetic organism.

  本文揭示了一种用于增加含有一个或多个非天然氨基酸的蛋白质或多肽的生产的组合物、方法、细胞、工程微生物和试剂盒。此外，还提供了一种用于增加编码非天然氨基酸的非天然核酸在工程细胞或半合成生物体中的保留的组合物、细胞、工程微生物和试剂盒。
• [EN] ANTI-FIBROTIC PYRIDINONES<br/>[FR] PYRIDINONES ANTI-FIBROTIQUES
  申请人：INTERMUNE INC

  公开号：WO2015153683A8

  公开（公告）日：2016-10-13
• Optimization of Replication, Transcription, and Translation in a Semi-Synthetic Organism
  作者：Aaron W. Feldman、Vivian T. Dien、Rebekah J. Karadeema、Emil C. Fischer、Yanbo You、Brooke A. Anderson、Ramanarayanan Krishnamurthy、Jason S. Chen、Lingjun Li、Floyd E. Romesberg

  DOI：10.1021/jacs.9b02075

  日期：2019.7.10

  Previously, we reported the creation of a semi synthetic organism (SSO) that stores and retrieves increased information by virtue of stably maintaining an unnatural base pair (UBP) in its DNA, transcribing the corresponding unnatural nucleotides into the codons and anticodons of mRNAs and tRNAs, and then using them to produce proteins containing noncanonical amino acids (ncAAs). Here we report a systematic extension of the effort to optimize the SSO by exploring a variety of deoxy- and ribonucleotide analogues. Importantly, this includes the first in vivo structure-activity relationship (SAR) analysis of unnatural ribonucleoside triphosphates. Similarities and differences between how DNA and RNA polymerases recognize the unnatural nucleotides were observed, and remarkably, we found that a wide variety of unnatural ribonucleotides can be efficiently transcribed into RNA and then productively and selectively paired at the ribosome to mediate the synthesis of proteins with ncAAs. The results extend previous studies, demonstrating that nucleotides bearing no significant structural or functional homology to the natural nucleotides can be efficiently and selectively paired during replication, to include each step of the entire process of information storage and retrieval. From a practical perspective, the results identify the most optimal UBP for replication and transcription, as well as the most optimal unnatural ribonucleoside triphosphates for transcription and translation. The optimized SSO is now, for the first time, able to efficiently produce proteins containing multiple, proximal ncAAs.
• 一类非天然碱基三磷酸及其合成方法和应用
  申请人：河南师范大学

  公开号：CN114031648A

  公开（公告）日：2022-02-11

  本发明公开了一类非天然碱基三磷酸及其合成方法和应用，属于新型非天然核苷酸类似物的合成技术领域。本发明的技术方案要点为：一类非天然碱基三磷酸，其结构式分别为：本发明还具体公开了该非天然碱基三磷酸的具体合成方法及测序应用。本发明通过实验证明了dTAT1具有较好的光稳定性，且两种新合成的非天然碱基都可以在体外扩增且具有较好的扩增效率，为半合成生物提供了新思路。