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Pheophorbide-a

SIGMA/SML1218 - ≥90% (HPLC)

Synonym: pheophorbide a; (3S,4S,21R)-9-Ethenyl-14-ethyl-21-(methoxycarbonyl)-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid; Deacetyl-2-vinylbacteriopheophorbide; Pheophorbide a5

CAS Number: 15664-29-6
Empirical Formula (Hill Notation): C35H36N4O5
Molecular Weight: 592.68
MDL Number: MFCD00210345
Linear Formula: C35H36N4O5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1218-10MG 10 mg
 $48.80
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assay ≥90% (HPLC)
color blue, to dark brown to black
form powder
InChI 1S/C35H36N4O5/c1-8-19-15(3)22-12-24-17(5)21(10-11-28(40)41)32(38-24)30-31(35(43)44-7)34(42)29-18(6)25(39-33(29)30)14-27-20(9-2)16(4)23(37-27)13-26(19)36-22/h8,12-14,17,21,31,36,39H,1,9-11H2,2-7H3,(H,40,41)/b22-12-,23-13-,24-12-,25-14-,26-13-,27-14-,32-30-/t17-,21-,31+/m0/s1
InChI key NSFSLUUZQIAOOX-QEWKCGBTSA-N
SMILES string O=C([C@@H]1C(OC)=O)C(C(N/2)=C1C([C@@H](CCC(O)=O)[C@@H]/3C)=NC3=C/4)=C(C)C2=CC5=N/C(C(C)=C5CC)=CC6=C(C=C)C(C)=C4N6
solubility DMSO: 0.5 mg/mL, clear (warmed)
storage condition protect from light
storage temp. −20°C
Application: Pheophorbide-a has been used as a photosensitizer:
• for the photodynamic therapy (PDT) in oral cancer cell lines
• to test its effect on inducing oxidative stress and death in L. amazonensis
• to test its effect on the viability of HeLa cells
Biochem/physiol Actions: Pheophorbide-a, due to its photosensitizing effect, may serve as a promising bioactive compound to treat leishmaniasis. It is a metabolite of chlorophyll and possesses immunostimulation functionality. Pheophorbide-a is a photosensitizer for the photodynamic therapy. It is an ATP Binding Cassette Subfamily G Member 2 (ABCG2) transporter specific substrate. Overexpression of ATP-binding cassette (ABC) transporters in cancer cells is associated with the multidrug resistance phenotype.
Other Notes: light sensitive
Packaging: 10, 50 mg in glass bottle
RIDADR NONH for all modes of transport
Purity ≥90% (HPLC)
Storage Temp. −20°C
UNSPSC 12161501

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