2-amino-3-(4-benzoylphenyl)-N-(prop-2-yn-1-yl)propanamide | 1426551-08-7

• 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: 2-amino-3-(4-benzoylphenyl)-N-(prop-2-yn-1-yl)propanamide
• 英文别名: 2-amino-3-(4-benzoylphenyl)-N-prop-2-ynylpropanamide
• CAS: 1426551-08-7
• 化学式: C₁₉H₁₈N₂O₂
• 分子量: 306.364
• InChiKey: GVVPIMVSGMOZMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  GTP tri-n-butylammonium salt 、 2-amino-3-(4-benzoylphenyl)-N-(prop-2-yn-1-yl)propanamide 在 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 反应 21.5h， 以10%的产率得到
  参考文献：
  名称：

  A GTP Affinity Probe for Proteomics Highlights Flexibility in Purine Nucleotide Selectivity

  摘要：

  GTP affinity probes are important tools for the study of GTP-binding proteins, and proteomic profiling is a powerful methodology well suited for the study of such a diverse class of proteins. Here, we synthesize and characterize a photoreactive GTP affinity probe that covalently photocross-links to protein targets and has an alkyne handle for click chemistry conjugation to reporter tags. The GTP-BP-yne probe facilitated identification of a variety of GTP-binding proteins by mass spectrometry, such as small GTPases and members of the GTP1/OBG family. Several ATP-binding proteins were also identified, highlighting variability in purine nucleotide selectivity of some proteins, and the probe was used to elucidate targets' relative nucleotide selectivities. The GTP-BP-yne probe will be a useful tool for the study of GTP-binding proteins, especially when targets of interest are not known a priori.

  DOI：

  10.1021/ja400839e
• 作为产物：
  描述：

  N-叔丁氧羰基-L-4-苯甲酰基苯丙氨酸 在 吡啶 、 N,N-二异丙基乙胺 、 乙酰氯 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 2-amino-3-(4-benzoylphenyl)-N-(prop-2-yn-1-yl)propanamide
  参考文献：
  名称：

  A GTP Affinity Probe for Proteomics Highlights Flexibility in Purine Nucleotide Selectivity

  摘要：

  GTP affinity probes are important tools for the study of GTP-binding proteins, and proteomic profiling is a powerful methodology well suited for the study of such a diverse class of proteins. Here, we synthesize and characterize a photoreactive GTP affinity probe that covalently photocross-links to protein targets and has an alkyne handle for click chemistry conjugation to reporter tags. The GTP-BP-yne probe facilitated identification of a variety of GTP-binding proteins by mass spectrometry, such as small GTPases and members of the GTP1/OBG family. Several ATP-binding proteins were also identified, highlighting variability in purine nucleotide selectivity of some proteins, and the probe was used to elucidate targets' relative nucleotide selectivities. The GTP-BP-yne probe will be a useful tool for the study of GTP-binding proteins, especially when targets of interest are not known a priori.

  DOI：

  10.1021/ja400839e

文献信息

• Probe for selectively characterizing enzymes involved in xenobiotic metabolism and method of making and using the same
  申请人：Battelle Memorial Institute

  公开号：US11345950B2

  公开（公告）日：2022-05-31

  Activity-based probes that can be used to selectively identify and characterize enzymes that are involved in different phases of xenobiotic metabolism in a host and its microbiota population(s) are described. The activity-based probes described specifically label only their target active enzymes involved in xenobiotic metabolism and therefore provide a measurement of true protein functional activity rather than transcript or protein abundance. The activity-based probes also provide multimodal profiling of these active enzymes. Methods for preparing the activity based probes and exemplary methods for their use also are disclosed.

  本文介绍了基于活性的探针，这些探针可用于选择性地鉴定和表征参与宿主及其微生物群中不同阶段异生物代谢的酶。所述基于活性的探针只对参与异生物代谢的目标活性酶进行特异性标记，因此可以测量真正的蛋白质功能活性，而不是转录本或蛋白质丰度。基于活性的探针还能对这些活性酶进行多模式分析。此外，还公开了制备基于活性的探针的方法及其使用的示例性方法。
• PROBE FOR SELECTIVELY CHARACTERIZING ENZYMES INVOLVED IN XENOBIOTIC METABOLISM AND METHOD OF MAKING AND USING THE SAME
  申请人：Battelle Memorial Institute

  公开号：EP3692014A1

  公开（公告）日：2020-08-12
• [EN] PROBE FOR SELECTIVELY CHARACTERIZING ENZYMES INVOLVED IN XENOBIOTIC METABOLISM AND METHOD OF MAKING AND USING THE SAME<br/>[FR] SONDE POUR CARACTÉRISER SÉLECTIVEMENT DES ENZYMES IMPLIQUÉES DANS LE MÉTABOLISME XÉNOBIOTIQUE ET SON PROCÉDÉ DE FABRICATION ET D'UTILISATION
  申请人：WRIGHT AARON T

  公开号：WO2019069297A2

  公开（公告）日：2019-04-11

  Activity-based probes that can be used to selectively identify and characterize enzymes that are involved in different phases of xenobiotic metabolism in a host and its microbiota population(s) are described. The activity-based probes described specifically label only their target active enzymes involved in xenobiotic metabolism and therefore provide a measurement of true protein functional activity rather than transcript or protein abundance. The activity-based probes also provide multimodal profiling of these active enzymes. Methods for preparing the activity based probes and exemplary methods for their use also are disclosed.