For research use only. Not for therapeutic Use.
Pyropheophorbide A methyl ester (PPa-Me) (Cat No.: R063710)is a chlorophyll derivative with potential applications in photodynamic therapy (PDT) for cancer treatment. It acts as a photosensitizer, absorbing light and producing reactive oxygen species (ROS) that can damage and kill cancer cells when exposed to specific wavelengths of light. PPa-Me has been studied for its ability to selectively target tumor cells, offering a minimally invasive alternative to traditional therapies. Research is ongoing to optimize its effectiveness and minimize side effects in clinical settings.
| Catalog Number | R063710 |
| CAS Number | 6453-67-4 |
| Synonyms | (3S,4S)-9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic Acid Methyl Ester;?(3S-trans)-9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxo-3-phorbinepropanoic Acid Methyl Ester; 14-Ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinyl-3-phorbinep |
| Molecular Formula | C₃₄H₃₆N₄O₃ |
| Purity | ≥95% |
| Target | Apoptosis |
| Storage | 3 years -20C powder |
| IUPAC Name | 2,3,5-trihydroxy-7-methyl-N-[(2R)-2-phenylpropyl]-6-[1,6,7-trihydroxy-3-methyl-5-[[(2R)-2-phenylpropyl]carbamoyl]naphthalen-2-yl]naphthalene-1-carboxamide |
| InChI | 1S/C42H40N2O8/c1-21-15-27-29(17-31(45)39(49)35(27)41(51)43-19-23(3)25-11-7-5-8-12-25)37(47)33(21)34-22(2)16-28-30(38(34)48)18-32(46)40(50)36(28)42(52)44-20-24(4)26-13-9-6-10-14-26/h5-18,23-24,45-50H,19-20H2,1-4H3,(H,43,51)(H,44,52)/t23-,24-/m0/s1 |
| InChIKey | : RAYNZUHYMMLQQA-ZEQRLZLVSA-N |
| SMILES | CC1=CC2=C(C(=C(C=C2C(=C1C3=C(C4=CC(=C(C(=C4C=C3C)C(=O)NC[C@H](C)C5=CC=CC=C5)O)O)O)O)O)O)C(=O)NC[C@H](C)C6=CC=CC=C6 |
| Reference | </br>1:Evaluation of one- and two-photon activated photodynamic therapy with pyropheophorbide-a methyl ester in human cervical, lung and ovarian cancer cells. Luo T, Wilson BC, Lu QB.J Photochem Photobiol B. 2014 Mar 5;132:102-10. doi: 10.1016/j.jphotobiol.2014.02.002. Epub 2014 Feb 15. PMID: 24607610 </br>2:Sonodynamic action of pyropheophorbide-a methyl ester induces mitochondrial damage in liver cancer cells. Xu J, Xia X, Leung AW, Xiang J, Jiang Y, Yu H, Bai D, Li X, Xu C.Ultrasonics. 2011 May;51(4):480-4. doi: 10.1016/j.ultras.2010.11.014. Epub 2010 Dec 3. PMID: 21183195 </br>3:Optimizing photodynamic therapy by liposomal formulation of the photosensitizer pyropheophorbide-a methyl ester: in vitro and ex vivo comparative biophysical investigations in a colon carcinoma cell line. Guelluy PH, Fontaine-Aupart MP, Grammenos A, Lécart S, Piette J, Hoebeke M.Photochem Photobiol Sci. 2010 Sep 24;9(9):1252-60. doi: 10.1039/c0pp00100g. Epub 2010 Aug 12. PMID: 20714673 </br>4:Sonodynamic action of pyropheophorbide-a methyl ester in liver cancer cells. Xu J, Xia X, Wang X, Xu C, Wang P, Xiang J, Jiang Y, Leung AW.J Ultrasound Med. 2010 Jul;29(7):1031-7. PMID: 20587426 </br>5:Selective time-resolved binding of copper(II) by pyropheophorbide-a methyl ester. Ghosh I, Saleh N, Nau WM.Photochem Photobiol Sci. 2010 May;9(5):649-54. doi: 10.1039/c0pp00002g. Epub 2010 Feb 22. PMID: 20442923 </br>6:Apoptosis and expression of cytokines triggered by pyropheophorbide-a methyl ester-mediated photodynamic therapy in nasopharyngeal carcinoma cells. Li KM, Sun X, Koon HK, Leung WN, Fung MC, Wong RN, Lung ML, Chang CK, Mak NK.Photodiagnosis Photodyn Ther. 2006 Dec;3(4):247-58. doi: 10.1016/j.pdpdt.2006.09.001. Epub 2006 Oct 17. PMID: 25046989 </br>7:Photodynamic effects of pyropheophorbide-a methyl ester in nasopharyngeal carcinoma cells. Xu CS, Leung AW.Med Sci Monit. 2006 Aug;12(8):BR257-62. Epub 2006 Jul 12. PMID: 16865057 </br>8:Physical and chemical properties of pyropheophorbide-a methyl ester in ethanol, phosphate buffer and aqueous dispersion of small unilamellar dimyristoyl-L-alpha-phosphatidylcholine vesicles. Delanaye L, Bahri MA, Tfibel F, Fontaine-Aupart MP, Mouithys-Mickalad A, Heine B, Piette J, Hoebeke M.Photochem Photobiol Sci. 2006 Mar;5(3):317-25. Epub 2006 Jan 12. PMID: 16520867 </br>9:Photodynamic therapy with pyropheophorbide-a methyl ester in human lung carcinoma cancer cell: efficacy, localization and apoptosis. Sun X, Leung WN.Photochem Photobiol. 2002 Jun;75(6):644-51. PMID: 12081327 </br>10:Pyropheophorbide-a methyl ester-mediated photosensitization activates transcription factor NF-kappaB through the interleukin-1 receptor-dependent signaling pathway. Matroule JY, Bonizzi G, Morlière P, Paillous N, Santus R, Bours V, Piette J.J Biol Chem. 1999 Jan 29;274(5):2988-3000. PMID: 9915837 Free Article |
