P8293

Protoporphyrin IX

≥95%

• Synonyme(s) : 3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid, Kammerer’s porphyrin, Ooporphyrin
• Formule empirique (notation de Hill): C₃₄H₃₄N₄O₄
• Numéro CAS: 553-12-8
• Poids moléculaire : 562.66
• Numéro Beilstein : 380795
• Numéro CE : 209-033-7
• Numéro MDL: MFCD00151109
• Code UNSPSC : 41106305
• ID de substance PubChem : 24278655
• Nomenclature NACRES : NA.32

Propriétés

• Pureté: ≥95%
• Forme: powder
• Fluorescence: λ_ex 402 nm; λ_em 625 nm (bound to HRP); λ_ex 409 nm; λ_em 633 nm
• Température de stockage: 2-8°C
• Chaîne SMILES: Cc1c(CCC(O)=O)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(C)c5C=C)c(C)c4C=C)c(C)c3CCC(O)=O
• InChI: 1S/C34H34N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-
• Clé InChI: KSFOVUSSGSKXFI-UJJXFSCMSA-N

Description

Description générale

Protoporphyrin IX belongs to the porphyrin family, which are a class of tetrapyrroles. It is the iron-free form of hemin and amphiphilic in nature. It is the precursor of heme in its biosynthetic pathway.

Protoporphyrin IX imparts red color to heme and is the major porphyrin in blood. It is synthesized from protoporphyrinogen IX in the presence of protoporphyrinogen IX oxidase.

Application

Protoporphyrin IX has been used:

• as a standard in protoporphyrin assays
• in fluorescence spectra analysis
• to treat cells in cell culture to study heme-mediated ferroportin 1 transcription

Activates soluble guanylyl cyclase.

Actions biochimiques/physiologiques

Protoporphyrin IX penetrates human erythrocytes and aids the release of oxygen from them. It forms complexes with myoglobin and hemoglobin. It is a photosensitizer used in the photodynamic therapy of cancer.

Protoporphyrin IX levels are elevated in tumor cells due to metabolism anomalies compared to normal cells.

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
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves