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P8293

Sigma-Aldrich

Protoporphyrin IX

≥95%

Sinonimo/i:

3,7,12,17-Tetramethyl-8,13-divinyl-2,18-porphinedipropionic acid, Kammerer’s porphyrin, Ooporphyrin

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About This Item

Formula empirica (notazione di Hill):
C34H34N4O4
Numero CAS:
Peso molecolare:
562.66
Beilstein:
380795
Numero CE:
Numero MDL:
Codice UNSPSC:
41106305
ID PubChem:
NACRES:
NA.32

Saggio

≥95%

Forma fisica

powder

Fluorescenza

λex 402 nm; λem 625 nm (bound to HRP)
λex 409 nm; λem 633 nm

Temperatura di conservazione

2-8°C

Stringa SMILE

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-
KSFOVUSSGSKXFI-UJJXFSCMSA-N

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Descrizione generale

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.

Applicazioni

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.

Azioni biochim/fisiol

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.

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

Pittogrammi

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Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Ki Mo Kim et al.
Environmental toxicology and pharmacology, 48, 85-93 (2016-10-23)
Coniferaldehyde (CA) exerts anti-inflammatory properties by inducing heme oxygenase-1 (HO-1). To define the regulation mechanism by which CA induces a cytoprotective function and HO-1 expression, the up-stream regulations involved in the activation of nuclear transcription factor-erythroid 2-related factor (Nrf)-2/HO-1 pathway
J Flemmig et al.
Free radical research, 50(12), 1386-1395 (2016-10-26)
Excessive release of hemoglobin from red blood cells markedly disturbs the health status of patients due to cytotoxic effects of free hemoglobin and heme. The latter component is able to initiate novel hemolytic events in unperturbed red blood cells. We
Aggregation Behavior of Protoporphyrin IX in Aqueous Solutions: Clear Evidence of
Vesicle Formation
Luigi Monsu Scolaro
The Journal of Physical Chemistry B, 106, 2453-2459 (2002)
Agata Szade et al.
EMBO molecular medicine, 11(12), e09571-e09571 (2019-11-12)
Granulocyte colony-stimulating factor (G-CSF) is used in clinical practice to mobilize cells from the bone marrow to the blood; however, it is not always effective. We show that cobalt protoporphyrin IX (CoPP) increases plasma concentrations of G-CSF, IL-6, and MCP-1
Protoporphyrin IX-induced structural and functional changes in human red blood cells, haemoglobin and myoglobin.
Sil S
Journal of Biosciences, 29(3), 281-291 (2004)

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