光红素英语:Lumirubin)也称光胆素,是胆红素结构异构体,是在用于治疗新生儿黄疸光疗过程中形成的。这种极性异构体是光疗中的蓝绿光产生的,具有对白蛋白活性位点,其效果被认为比胆红素的毒性小。[1][2][3]光红素排泄到胆汁尿液中。ZZ、ZE、EE和EZ是胆红素的四种结构异构体。ZZ是稳定的、更难溶的形式。其他形式相对可溶,被称为光红素。光疗法将ZZ形式转化为光红素。单葡萄糖醛酸化的光红素易于排出体外。[4]

光红素
IUPAC名
3-[2-[[6-(2-carboxyethyl)-7,11-dimethyl-12-oxo-4,13-diazatricyclo[8.3.0.03,7]trideca-1,3,5,9-tetraen-5-yl]methyl]-5-[(E)-(4-ethenyl-3-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-3-yl]propanoic acid
识别
CAS号 110617-57-7
83664-21-5
PubChem 135754285
ChemSpider 4946083
SMILES
 
  • CC1C2=CCC3(C(=NC(=C3CCC(=O)O)CC4=C(C(=C(N4)/C=C/5\C(=C(C(=O)N5)C=C)C)C)CCC(=O)O)C=C2NC1=O)C
性质
化学式 C33H36N4O6
摩尔质量 584.66 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Dvořák, Aleš; Pospíšilová, Kateřina; Žížalová, Kateřina; Capková, Nikola; Muchová, Lucie; Vecka, Marek; Vrzáčková, Nikola; Křížová, Jana; Zelenka, Jaroslav; Vítek, Libor. The Effects of Bilirubin and Lumirubin on Metabolic and Oxidative Stress Markers. Frontiers in Pharmacology. 2021, 12: 567001. ISSN 1663-9812. PMC 7969661 . PMID 33746746. doi:10.3389/fphar.2021.567001 . 
  2. ^ Jašprová, Jana; Dvořák, Aleš; Vecka, Marek; Leníček, Martin; Lacina, Ondřej; Valášková, Petra; Zapadlo, Miloš; Plavka, Richard; Klán, Petr; Vítek, Libor. A novel accurate LC-MS/MS method for quantitative determination of Z-lumirubin. Scientific Reports. 2020-03-10, 10 (1): 4411. Bibcode:2020NatSR..10.4411J. ISSN 2045-2322. PMC 7064611 . PMID 32157102. S2CID 212641930. doi:10.1038/s41598-020-61280-z (英语). 
  3. ^ Jasprova, Jana; Matteo Dal Ben; Eleonora Vianello; Iryna Goncharova; Marie Urbanova; Karolina Vyroubalova; Silvia Gazzin; Claudio Tiribelli; Martin Sticha; Marcela Cerna; Libor Vitek. The Biological Effects of Bilirubin Photoisomers. PLOS ONE. 1 February 2016, 11 (2): e0148126. Bibcode:2016PLoSO..1148126J. PMC 4735493 . PMID 26829016. doi:10.1371/journal.pone.0148126 . 
  4. ^ Ennever JF, Sobel M, McDonagh AF, Speck WT. Phototherapy for neonatal jaundice: in vitro comparison of light sources. Pediatr. Res. July 1984, 18 (7): 667–70. PMID 6540860. doi:10.1203/00006450-198407000-00021 .