(Z)-3-hydroxycarbonylmethyl-5-(4’-hydroxy-3’,5‘-dimethylphenylmethylidene)-2-thioxothiazolidin-4-one

• 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: (Z)-3-hydroxycarbonylmethyl-5-(4’-hydroxy-3’,5‘-dimethylphenylmethylidene)-2-thioxothiazolidin-4-one
• 英文别名: (Z)-2-(5-(4-hydroxy-3,5-dimethylbenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid；2-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
• 化学式: C₁₄H₁₃NO₄S₂
• 分子量: 323.394
• InChiKey: ZUKJOKHPIQXAAO-YHYXMXQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 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。
• Rhodanine carboxylic acid derivatives for the treatment and prevention of metabolic bone disorders
  申请人：Angelika Esswein, Wolfgang Schaefer, and Konrad Honold

  公开号：US20030032813A1

  公开（公告）日：2003-02-13

  1 Compounds of general formula (I), where m is 0-8, q is 0-8, a is between 0-4, A signifies a single or double bond, R 1 and R 2 signify hydrogen or lower alkyl, whereby R 1 and R 2 are the same or different and, when m signifies 2-8, R 1 and R 2 in the group CR 1 ═CR 2 can have various significances, R 3 signifies hydrogen or lower alkyl, X signifies hydrogen or —(CH 2 ) b —COR 4 with b=0-4, Y signifies hydrogen, —COR 4 , phenyl or indolyl residue, R 4 signifies hydroxyl, lower alkoxy or the NR 1 R 2 residue, whereby R 1 and R 2 are the same or different, W is optionally mono- or polysubstituted saturated or unsaturated mono-, bi- or tricycle which can contain one or more hetero atoms, as well as physiologically compatible salts, esters, optically active forms, racemates, tautomers, derivatives which can be metabolized in vivo to compounds of general formula (I), and produces medicaments for prophylaxis or therapy of metabolic bone disorders with the compounds.

  通式（I）的化合物，其中m为0-8，q为0-8，a在0-4之间，A表示单键或双键，R1和R2表示氢或较低的烷基，其中R1和R2相同或不同，当m表示2-8时，CR1═CR2中的R1和R2可以具有各种意义，R3表示氢或较低的烷基，X表示氢或—（CH2）b—COR4，其中b=0-4，Y表示氢、—COR4、苯基或吲哚基残基，R4表示羟基、较低的烷氧基或NR1R2残基，其中R1和R2相同或不同，W为可选的单或多取代饱和或不饱和单、双或三环，可以含有一个或多个杂原子，以及在体内代谢成通式（I）的衍生物，以及与生理相容的盐、酯、光学活性形式、外消旋体、互变异构体等，用这些化合物制备用于代谢性骨疾病的预防或治疗的药物。
• 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。
• 2-OXOTHIAZOLIDIN-4-ONE DERIVATIVES ACTIVE AS TRANSTHYRETIN LIGANDS AND USES THEREOF
  申请人：BSIM THERAPEUTICS, S.A.

  公开号：EP4029859A1

  公开（公告）日：2022-07-20

  Compounds of formula (II) are provided for stabilizing protein transthyretin (TTR) and inhibiting amyloid fibril formation, for example, transthyretin-mediated amyloid fibril formation, and for treating, preventing, or ameliorating one or more symptoms of amyloid diseases, for example, transthyretin-related amyloidosis (ATTR).

  提供了式 (II) 化合物，用于稳定蛋白质转甲状腺素（TTR）和抑制淀粉样纤维形成，例如转甲状腺素介导的淀粉样纤维形成，以及治疗、预防或改善淀粉样疾病的一种或多种症状，例如转甲状腺素相关淀粉样变性病（ATTR）。