A photosentizer
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Product Categories

Product Type

Biochemicals

Research Area

Cancer
Cell Death
Necrosis
Tumor Microenvironment

HPPH

Item No. 20611

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,4S)-14-ethyl-9-[1-(hexyloxy)ethyl]-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic acid
CAS Number
149402-51-7
Synonyms
  • Photochlor
  • Pyropheophorbide-α-hexyl-ether
  • 2-[1-hexyloxyethyl]-2-devinyl Pyropheophorbide a
Molecular Formula
C39H48N4O4
Formula Weight
636.8
Purity
≥98% (mixture of epimers)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mLDMF:PBS (pH 7.2); (1:7): 0.12 mg/mLDMSO: 3 mg/mLEthanol: 0.33 mg/mL
λmax
229, 266, 318, 407, 660 nm
SMILES
O=C1C/C(C2=C1C(C)=C(/C=C3C(CC)=C(C)C(/C=C4C(C(OCCCCCC)C)=C(C)/C(N/4)=C/5)=N/3)N2)=C6[C@@H](CCC(O)=O)[C@H](C)C5=N\6
InChi Code
InChI=1S/C39H48N4O4/c1-8-10-11-12-15-47-24(7)36-22(5)30-17-29-21(4)26(13-14-35(45)46)38(42-29)27-16-34(44)37-23(6)31(43-39(27)37)18-32-25(9-2)20(3)28(40-32)19-33(36)41-30/h17-19,21,24,26,41,43H,8-16H2,1-7H3,(H,45,46)/b28-19-,29-17-,30-17-,31-18-,32-1
InChi Key
PVXGCBZIVFCMJK-NMWXTPPCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Cayman Chemical
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    Product Description

    HPPH is a chlorin that acts as a photosensitizer in photodynamic therapy (PDT) when stimulated with light at 655 nm.1 When administered systemically, HPPH accumulates in tumor cells and, when stimulated with light in the presence of oxygen, reactive oxygen species (ROS) are generated, leading to necrosis within the tumor. HPPH, at a dose of 0.5 mg/kg, increases survival in a nude rat model of glioma.2 It works synergistically with gemcitabine (Item No. 11690) in several pancreatic cancer cell lines to induce cell death.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dennis, E.J., Dolmans, G.J., Fukumura, D., et al. Photodynamic therapy for cancer. Nature 3, 1-8 (2003).

    2. Lobel, J., MacDonald, I.J., Ciesielski, M.J., et al. 2-[1-hexyloxyethyl]-2-devinyl pyropheophorbide-a (HPPH) in a nude rat glioma model: implications for photodynamic therapy. Lasers Surg. Med. 29(5), 397-405 (2001).

    3. Sun, G., Anderson, M.A., Gorospe, E.C., et al. Synergistic effects of photodynamic therapy with HPPH and gemcitabine in pancreatic cancer cell lines. Lasers Surg. Med. 44(9), 755-761 (2012).