A photosensitizer
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Pyropheophorbide a methyl ester

Item No. 36512

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-ethenyl-14-ethyl-4S,8,13,18-tetramethyl-20-oxo-3S-phorbinepropanoic acid, methyl ester
CAS Number
6453-67-4
Synonyms
  • Methyl pyropheophorbide a
  • NSC 267052
  • PPME
Molecular Formula
C34H36N4O3
Formula Weight
548.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly solubleMethanol: Slightly soluble when heated
λmax
410, 667 nm
SMILES
O=C1CC(C2=C1C(C)=C(C=C3C(CC)=C(C)C(C=C4C(C=C)=C(C)C(N4)=C5)=N3)N2)=C6[C@@H](CCC(OC)=O)[C@H](C)C5=N6
InChi Code
InChI=1S/C34H36N4O3/c1-8-20-16(3)24-13-26-18(5)22(10-11-31(40)41-7)33(37-26)23-12-30(39)32-19(6)27(38-34(23)32)15-29-21(9-2)17(4)25(36-29)14-28(20)35-24/h8,13-15,18,22,35,38H,1,9-12H2,2-7H3/b24-13?,25-14-,26-13-,27-15-,28-14?,29-15?,33-23?/t18-,22-/m0/s1
InChi Key
RYLBYBPLWNFWPG-YLLYZGLVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Pyropheophorbide a methyl ester is a photosensitizer and a derivative of chlorophyll a (Item No. 33399).1 It induces cell death in RIF-1 cells when used in combination with photodynamic therapy (PDT) at concentrations of 0.06 and 1 µM. Pyropheophorbide a methyl ester localizes to cell membranes and induces IL-1 receptor internalization and NF-κB activation following light exposure in HCT116 cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, Y., Zheng, X., Dobhal, M.P., et al. Methyl pyropheophorbide-a analogues: Potential fluorescent probes for the peripheral-type benzodiazepine receptor. Effect of central metal in photosensitizing efficacy. J. Med. Chem. 48(11), 3692-3695 (2005).

    2. Matroule, J.-Y., Bonizzi, G., Morlière, P., et al. Pyropheophorbide-a methyl ester-mediated photosensitization activates transcription factor NF-κB through the interleukin-1 receptor-dependent signaling pathway. The Journal of Biological Chemisty 274(5), 2988-3000 (1999).