3-carboxymethyl-5-(4-hydroxybenzylidene)rhodanine

• 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: 3-carboxymethyl-5-(4-hydroxybenzylidene)rhodanine
• 英文别名: 2-{5-[(4-Hydroxyphenyl)methylene]-4-oxo-2-thioxo-1,3-thiazolan-3-YL}acetic acid；2-[(5E)-5-[(4-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• 化学式: C₁₂H₉NO₄S₂
• 分子量: 295.34
• InChiKey: NDACOWBVQLGBIP-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  6

文献信息

• [EN] MEMBRANE-IMPERMEABLE FLUOROGENIC CHROMOPHORES<br/>[FR] CHROMOPHORES FLUOROGÉNIQUES À MEMBRANE IMPERMÉABLE
  申请人：PARIS SCIENCES LETTRES QUARTIER LATIN

  公开号：WO2018211090A1

  公开（公告）日：2018-11-22

  The present invention pertains to the field of fluorescent labeling of proteins. In particular, the present invention relates to membrane-impermeable fluorogenic chromophores being capable of binding reversibly a functional derivative of a Photoactive Yellow Protein (PYP), or a functional fragment thereof, for fluorescently labeling biological molecules of interest, preferably proteins of interest. The present invention especially relates to 4-hydroxybenzylidene-rhodanine (HBR) analogs of formula (II) as membrane-impermeable fluorogenic chromophores.

  本发明涉及蛋白质的荧光标记领域。特别地，本发明涉及膜不渗透的荧光原色素，能够可逆地结合光活性黄蛋白（PYP）的功能衍生物或其功能片段，以荧光标记感兴趣的生物分子，优选为感兴趣的蛋白质。本发明特别涉及式（II）的4-羟基苯并咪唑-罗丹明（HBR）类似物作为膜不渗透的荧光原色素。
• MEMBRANE-IMPERMEABLE FLUOROGENIC CHROMOPHORES
  申请人：Paris Sciences et Lettres - Quartier Latin

  公开号：EP3404022A1

  公开（公告）日：2018-11-21

  The present invention pertains to the field of fluorescent labelling of proteins. In particular, the present invention relates to membrane-impermeant fluorogenic chromophores being capable of binding reversibly a functional derivative of a Photoactive Yellow Protein (PYP), or a functional fragment thereof, for fluorescently labelling biological molecules of interest, preferably proteins of interest. The present invention especially relates to 4-hydroxybenzylidene-rhodanine (HBR) analogs of formula (II) as membrane-impermeant fluorogenic chromophores.

  本发明涉及蛋白质的荧光标记领域。特别是，本发明涉及能够可逆地结合光活性黄蛋白（PYP）的功能衍生物或其功能片段的膜渗透性荧光发色团，用于荧光标记感兴趣的生物分子，最好是感兴趣的蛋白质。 本发明尤其涉及式（II）的 4-羟基亚苄基罗丹宁（HBR）类似物作为膜渗透性荧光发色团。
• SPLIT PHOTOACTIVE YELLOW PROTEIN COMPLEMENTATION SYSTEM AND USES THEREOF
  申请人：Paris Sciences et Lettres - Quartier Latin

  公开号：EP3719007A1

  公开（公告）日：2020-10-07

  The present invention relates to a complementation system comprising two fragments of photoactive yellow protein (PYP), or truncated fragments thereof, and its use with a fluorogenic hydroxybenzylidene rhodanine (HBR) analog for detecting interaction between biological molecules of interest, in particular between proteins of interest. The present invention especially relates to a complementation system comprising a first PYP fragment comprising an amino acid sequence having at least about 70% identity with the amino acid sequence as set forth in SEQ ID NO: 23, or a truncated fragment thereof comprising at least 89 consecutive amino acids from the C-terminal end of said amino acid sequence; and a second PYP fragment comprising an amino acid sequence having at least about 70% identity with the amino acid sequence as set forth in SEQ ID NO: 34, or a truncated fragment thereof comprising at least 8 consecutive amino acids of said amino acid sequence.

  本发明涉及一种由光活性黄蛋白（PYP）的两个片段或其截断片段组成的互补系统，及其与含氟羟基亚苄基罗丹宁（HBR）类似物一起用于检测相关生物分子之间的相互作用，特别是相关蛋白质之间的相互作用。 本发明尤其涉及一种互补系统，该系统包含第一个PYP片段，其氨基酸序列与SEQ ID NO：23 所述氨基酸序列至少具有约 70% 的同一性的氨基酸序列，或其截短片段，该片段包含所述氨基酸序列 C 端起至少 89 个连续氨基酸；以及第二PYP 片段，该片段包含与 SEQ ID NO: 34 所述氨基酸序列至少具有约 70% 的同一性的氨基酸序列，或其截短片段，该片段包含所述氨基酸序列的至少 8 个连续氨基酸。
• Fluorogen activating and shifting tag (FAST)
  申请人：PARIS SCIENCES ET LETTRES -QUARTIER LATIN

  公开号：US10138278B2

  公开（公告）日：2018-11-27

  Disclosed is a functional derivative of a Photoactive Yellow Protein (PYP), or a functional fragment thereof, for fluorescently labelling particles, e.g. proteins, or surfaces, which is capable of binding reversibly a fluorogenic chromophore of formula (I), and which is capable of enhancing the brightness of the fluorogenic chromophore upon complexation thereto; and of inducing the spectral shift of the fluorogenic chromophore through the ionization of an auxochromic group thereof.

  本发明公开了一种光活性黄蛋白（PYP）的功能衍生物或其功能片段，用于荧光标记颗粒（如蛋白质）或表面，该衍生物能够可逆地结合式（I）的荧光发色团，与之络合后能够提高荧光发色团的亮度，并通过其辅助色基的电离引起荧光发色团的光谱偏移。
• Membrane-impermeant fluorogenic chromophores
  申请人：PARIS SCIENCES ET LETTRES

  公开号：US11162951B2

  公开（公告）日：2021-11-02

  Fluorescent labeling of proteins. In particular, membrane-impermeant fluorogenic chromophores being capable of binding reversibly a functional derivative of a Photoactive Yellow Protein (PYP), or a functional fragment thereof, for fluorescently labeling biological molecules of interest, preferably proteins of interest. Especially, 4-hydroxybenzylidene-rhodanine (HBR) analogs of formula (II) as membrane-impermeant fluorogenic chromophores.

  蛋白质的荧光标记。特别是能够可逆地结合光活性黄蛋白（PYP）的功能衍生物或其功能片段的膜渗透性荧光发色团，用于荧光标记感兴趣的生物分子，最好是感兴趣的蛋白质。特别是式(II)的4-羟基亚苄基罗丹宁（HBR）类似物作为膜渗透性荧光发色团。