A photosensitizer with selective antiproliferative activity
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Product Type

Biochemicals
Natural Products

Research Area

Cancer

Pheophorbide a

Item No. 16072

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-ethenyl-14-ethyl-21R-(methoxycarbonyl)-4S,8,13,18-tetramethyl-20-oxo-3S-phorbinepropanoic acid
CAS Number
15664-29-6
Synonyms
  • 2-Deacetyl-2-vinylbacteriopheophorbide
Molecular Formula
C35H36N4O5
Formula Weight
592.7
Purity
≥90% (mixture of diastereomers)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml
λmax
225, 275, 331, 409, 537, 609, 666 nm
SMILES
O=C1[C@H](C(OC)=O)C2=C3N/C(C(C)=C31)=C\C(C(CC)=C/4C)=NC4=C/C5=C(C=C)C(C)=C(/C=C6[C@@H](C)[C@H](CCC(O)=O)C2=N/6)N5
InChi Code
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
InChi Key
NSFSLUUZQIAOOX-QEWKCGBTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $75

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    50 mg

    $143

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    100 mg

    $266

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    Cayman Chemical
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    Product Description

    Pheophorbide a is a product of chlorophyll breakdown that has been used as a photosensitizer in photodynamic therapy for the treatment of cancer.1 It has been reported to inhibit U87MG cells with an IC50 value of 2.8 µg/ml and demonstrates cytostatic activity specifically against glioblastoma cells without affecting normal cells.2 It also displays antiproliferative activity against melanoma, breast, and lung cancer cells in vitro at 100 µg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cui, B.C., Yoon, I., Li, J.Z., et al. Synthesis and characterization of novel purpurinimides as photosensitizers for photodynamic therapy. Int. J. Mol. Sci. 15(5), 8091-8105 (2014).

    2. Cho, M., Park, G.M., Kim, S.N., et al. Glioblastoma-specific anticancer activity of pheophorbide a from the edible red seaweed Grateloupia elliptica. J. Microbiol. Biotechnol. 24(3), 346-353 (2014).

    3. Baudelet, P.H., Gagez, A.L., Bérard, J.B., et al. Antiproliferative activity of Cyanophora paradoxa pigments in melanoma, breast and lung cancer cells. Mar. Drugs 11(11), 4390-4406 (2013).