5,5'-diamino-6,6'-dihydroxy-3,3'-bipyridylidene-2,2'-quinone | 2435-59-8

• 物质功能分类: 染料及颜料 - 染料
• 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: 5,5'-diamino-6,6'-dihydroxy-3,3'-bipyridylidene-2,2'-quinone
• 英文别名: indigoidine；5,5'-diamino-[3,3']bipyridinylidene-2,6,2',6'-tetraone；Indigoidin；(5E)-3-amino-5-(5-amino-2,6-dioxopyridin-3-ylidene)pyridine-2,6-dione
• CAS: 2435-59-8
• 化学式: C₁₀H₈N₄O₄
• 分子量: 248.198
• InChiKey: ALDIVIWLBSDGGN-ONEGZZNKSA-N

物化性质

• 沸点：
  285.6±40.0 °C(Predicted)
• 密度：
  1.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.72
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  144.38
• 氢给体数：
  4.0
• 氢受体数：
  6.0

安全信息

• 海关编码：
  2933399090

制备方法与用途

性质

靛蓝是一种蓝色粉末，能溶于热苯胺，几乎不溶于水和乙醇。在浓硫酸中呈黄绿色，稀释后为蓝色沉淀；在浓硝酸中呈靛红色，而后变为红光黄色。在碱性保险粉还原液中呈淡黄色，在酸性溶液中无色。

用途

靛蓝主要用于染棉布或棉纱。农村染坊常用发酵法染土布，牛仔裤通常由靛蓝染经纱与白纱交织而成。未经丝光处理的棉布称为毛蓝布，可用保险粉连续浸染，也可用于染羊毛和丝绸，在地毯和手工艺品中有应用。此外，靛蓝还用于制食品染料和有机颜料等。其衍生物包括靛胭脂和溴靛蓝。

生产

靛蓝由苯胺与氯乙酸在硫酸铁存在下缩合为N-苯基甘氨酸铁，然后加入氢氧化钾进行母液转化，随后与氨基钠、混碱进行碱熔生成3-吲哚酚。经过空气氧化、过滤、粉碎、干燥和商品化处理后，最终得到商品染料靛蓝成品。

反应信息

• 作为反应物：
  描述：

  5,5'-diamino-6,6'-dihydroxy-3,3'-bipyridylidene-2,2'-quinone 在 吡啶 、 potassium permanganate 、 硫酸 作用下， 反应 3.01h， 生成 3-n-octanamidopyridine-2,5,6-trione
  参考文献：
  名称：

  Ferguson, George; Pollard, David R.; Robertson, J. Monteath, Journal of the Chemical Society. Perkin transactions I, 1980, p. 1782 - 1787

  摘要：

  DOI：

文献信息

• 蓝色K型活性染料及其制备方法
  申请人：浙江理工大学上虞工业技术研究院有限公司

  公开号：CN108530940B

  公开（公告）日：2019-08-16

  本发明公开了一种蓝色K型活性染料，其结构通式为：本发明还同时公布了其制备方法，包括采用Indigoidine染料、三聚氯氰与氨基苯磺酸的缩合物进行反应。使用该种染料能够在水体系中实现对棉纤维的高效染色，并提高染料的耐氧化性和耐热性能，进而提高其在棉纤维上的耐日晒牢度。
• Non-ribosomal protein synthesis pigment fusion peptides
  申请人：Deutsches Krebsforschungszentrum

  公开号：EP2857416A1

  公开（公告）日：2015-04-08

  The present invention relates to a polypeptide or polypeptide complex, comprising at least one non-ribosomal peptide synthesis (NRPS) amino acid module functionally connected to at least one pigment module. The present invention further relates to a labeled oligopeptide comprising a non-naturally attached NRPS pigment or/and polyketide pigment, to a polynucleotide encoding a fusion polypeptide, a vector, preferably an expression vector, comprising the polynucleotide of the present invention and to a host cell comprising the polypeptide or polypeptide complex and/or the polynucleotide, and/or the vector according to the present invention. Moreover, the present invention relates to in vitro and in vivo method of producing a labeled oligopeptide, as well as to methods of optimizing the same.

  本发明涉及一种多肽或多肽复合物，包括至少一个与至少一个色素模块功能连接的非核糖体肽合成（NRPS）氨基酸模块。本发明还涉及一种标记的寡肽，该寡肽包含非天然连接的 NRPS 色素或/和多酮色素；涉及一种编码融合多肽的多核苷酸；涉及一种载体，最好是一种表达载体，该载体包含本发明的多核苷酸；还涉及一种宿主细胞，该宿主细胞包含本发明的多肽或多肽复合物和/或多核苷酸和/或载体。此外，本发明还涉及体外和体内生产标记寡肽的方法以及优化方法。
• Methods of detecting and measuring glutamine and analogues thereof, and methods related thereto
  申请人：Victoria Link Limited

  公开号：US10725049B2

  公开（公告）日：2020-07-28

  Method for the detection of glutamine and its analogues are provided by the present disclosure. Also provided are methods for measuring the levels of glutamine and its analogues, including diagnostic methods. Further provided are methods that utilise glutamine analogues for the synthesis of coloured pigments and other useful agents. The methods comprise the use of a nonribosomal peptide synthetase (NRPS) under conditions to produce an indigoidine or indigoidine-related pigment.

  本公开提供了谷氨酰胺及其类似物的检测方法。还提供了测量谷氨酰胺及其类似物水平的方法，包括诊断方法。还提供了利用谷氨酰胺类似物合成有色颜料和其他有用制剂的方法。这些方法包括在生产靛蓝或靛蓝相关色素的条件下使用非核糖体肽合成酶（NRPS）。
• NON-RIBOSOMAL PROTEIN SYNTHESIS PIGMENT FUSION PEPTIDES
  申请人：Deutsches Krebsforschungszentrum

  公开号：US20160238611A1

  公开（公告）日：2016-08-18

  The present invention relates to a polypeptide or polypeptide complex, comprising at least one non-ribosomal peptide synthesis (NRPS) amino acid module functionally connected to at least one pigment module. The present invention further relates to a labeled oligopeptide comprising a non-naturally attached NRPS pigment or/and polyketide pigment, to a polynucleotide encoding a fusion polypeptide, a vector, preferably an expression vector, comprising the polynucleotide of the present invention and to a host cell comprising the polypeptide or polypeptide complex and/or the polynucleotide, and/or the vector according to the present invention. Moreover, the present invention relates to in vitro and in vivo method of producing a labeled oligopeptide, as well as to methods of optimizing the same.
• METHODS OF DETECTING AND MEASURING GLUTAMINE AND ANALOGUES THEREOF, AND METHODS RELATED THERETO
  申请人：Victoria Link Limited

  公开号：US20160299151A1

  公开（公告）日：2016-10-13

  Method for the detection of glutamine and its analogues are provided by the present disclosure. Also provided are methods for measuring the levels of glutamine and its analogues, including diagnostic methods. Further provided are methods that utilise glutamine analogues for the synthesis of coloured pigments and other useful agents. The methods comprise the use of a nonribosomal peptide synthetase (NRPS) under conditions to produce an indigoidine or indigoidine-related pigment.