Airedale Blue D | 2429-74-5

• 物质功能分类: 染料及颜料 - 染料 - 直接染料
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Airedale Blue D
• 英文别名: sodium;5-amino-3-[[4-[4-[(8-amino-1-hydroxy-3,6-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-4-hydroxynaphthalene-2,7-disulfonic acid
• CAS: 2429-74-5
• 化学式: C34H28N6NaO16S4+
• 分子量: 927.9
• InChiKey: HFFFZZLUQHJNHP-UHFFFAOYSA-N

物化性质

• 溶解度：
  DMSO（少许）、水（少许）
• 物理描述：
  Direct blue 15 is a deep purple to dark blue microcrystalline powder. (NTP, 1992)
• 颜色/状态：
  Deep purple to dark blue microcrystalline powder
• 熔点：
  greater than 572 °F (NTP, 1992)
• 分解：
  When heated to decomposition it emits very toxic fumes of /nitrogen oxides, sodium oxide and sulfur oxides/.

计算性质

• 辛醇/水分配系数(LogP)：
  3.07
• 重原子数：
  61
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  411
• 氢给体数：
  8
• 氢受体数：
  22

ADMET

代谢

C.I. 直接蓝15，一种染料，代谢后生成DMOB，在偶氮键的代谢还原作用下产生DMOB...

C.I. Direct Blue 15, a dye that is metabolized to DMOB, yields DMOB upon metabolic reduction of the azo bonds ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

直接红2（DR）和直接蓝15（DB）在大鼠体内的代谢和分布被研究。雄性Fischer 344大鼠被给予了12 mg/kg的（14）C标记的DR或DB，或者相应胺的对等摩尔剂量，分别是二甲苯胺或二甲氧基苯胺。二甲苯胺和二甲氧基苯胺的代谢程度比相应的染料DR和DB要广泛。由DB产生的尿液代谢物包括可被碱水解的结合物、二乙酰二甲氧基苯胺、单乙酰二甲氧基苯胺和自由的二甲氧基苯胺。然而，96%的（14）C活性是不可识别的水溶性代谢物。

The metabolism and distribution of Direct Red 2 (DR) and Direct Blue 15 (DB) were studied in rats. Male Fischer 344 rats were administered 12 mg/kg (14)C libeled DR or DB or molar equivalent doses of the corresponding amines, dimethylbenzidine or dimethoxybenzidine, respectively. ...Dimethylbenzidine and dimethoxybenzidine were more extensively metabolized than the corresponding dyes, DR and DB. Urinary metabolites produced by DB included alkaline hydrolyzable conjugates, diacetyldimethoxybenzidine, monoacetyldimethoxybenzidine, and free dimethoxybenzidine. Ninety six percent of the (14)C activity, however, was non identifiable water soluble metabolites. ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

纯化的产气荚膜梭菌的偶氮还原酶和硝基还原酶具有相似的电泳性质，在西方印迹（免疫印迹）实验中都与针对偶氮还原酶的多克隆抗体发生反应。两种酶的活性都被黄素腺嘌呤二核苷酸增强，并且被甲萘醌、邻碘苯甲酸和针对偶氮还原酶的抗体抑制。偶氮染料直接蓝15通过偶氮还原酶的还原作用被硝基芳香化合物抑制。在1-硝基芘的存在下，酶对直接蓝15还原的表观Km值高于仅有偶氮染料时的Km值，显示了竞争性抑制。数据显示，同一种蛋白质参与了偶氮染料和硝基芳香化合物的还原。

The purified azoreductase and nitroreductase of Clostridium perfringens, which have similar electrophoretic properties, both reacted in a Western blot (immunoblot) with a polyclonal antibody raised against the azoreductase. The activity of both enzymes was enhanced by flavin adenine dinucleotide and was inhibited by menadione, o-iodosobenzoic acid, and the antibody against azoreductase. Reduction of the azo dye Direct Blue 15 by the azoreductase was inhibited by nitroaromatic compounds. The apparent Km of the enzyme for reduction of Direct Blue 15 in the presence of 1-nitropyrene was higher than the Km with the azo dye alone, demonstrating competitive inhibition. The data show that the same protein in involved in the reduction of both azo dyes and nitroaromatic compounds.