30891

Biliverdin hydrochloride

≥97.0% (TLC)

• Synonyme(s) : Biliverdin
• Formule empirique (notation de Hill): C₃₃H₃₄N₄O₆ · HCl
• Numéro CAS: 856699-18-8
• Poids moléculaire : 619.11
• Numéro MDL: MFCD06245593
• Code UNSPSC : 12352204
• ID de substance PubChem : 329753599
• Nomenclature NACRES : NA.32

Propriétés

• Niveau de qualité: 100
• Essai: ≥97.0% (TLC)
• Forme: powder or crystals
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• Température de stockage: −20°C
• Chaîne SMILES: Cl.CC1=C(C=C)C(\NC1=O)=C\c2[nH]c(/C=C3\N=C(\C=C4/NC(=O)C(C=C)=C4C)C(C)=C3CCC(O)=O)c(CCC(O)=O)c2C
• InChI: 1S/C33H34N4O6.ClH/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26;/h7-8,13-15,35H,1-2,9-12H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41);1H/b26-13-,27-14-,28-15-;
• Clé InChI: KTRFJVRKVQROKS-UJCZHUFNSA-N

Description

Description générale

Biliverdin (BV) is considered as a near-infrared (NIR)-absorbing pigment, that is endogenic.[1] It is a linear tetrapyrrolic intermediate of heme degradation (heme catabolism) to bilirubin.[2][3] The bile of amphibia and birds contains only biliverdine, no bilirubin.

Application

Biliverdin hydrochloride has been used:

• as a treatment to J774A.1 cells to study its role in alternation of beta (β)-endorphins level[4]
• as a commercial standard for the detection of biliverdin in mouse unstable and stable plaques tissues using liquid chromatography-tandem mass spectrometry (LC-MS-MS)[5]
• to add to Fucci-containing cells to improve the mIFP signal[6]
• to examine its impact on infrared fluorescent protein (iRFP) in some retinal preparations[7]

Actions biochimiques/physiologiques

Biliverdin (BV) is an excellent anti-inflammatory agent that protects against lipopolysaccharides (LPS)-induced lung injury in mouse endothelial cells.[8] It aids protection in polymicrobial sepsis.[9] Biliverdin has cytoprotective effects on rat livers and protects from prolonged ischemia and reperfusion injury.[10] It also shows antioxidant activities.[11]

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable