Methyl pyropheophorbide-a

Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a chlorophyll-a derivative, is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbide-a has photodynamic activity and can induce apoptosis and inhibit tumor growth.

Product information

CAS Number: 6453-67-4

Molecular Weight: 548.67

Formula: C34H36N4O3

Synonym:

Pyropheophorbide-a methyl ester

Chemical Name: methyl 3-[(21S, 22S)-16-ethenyl-11-ethyl-12, 17, 21, 26-tetramethyl-4-oxo-7, 23, 24, 25-tetraazahexacyclo[18.2.1.1, .1, .1, .0, ]hexacosa-1, 5, 8(26), 9, 11, 13(25), 14, 16, 18, 20(23)-decaen-22-yl]propanoate

Smiles: C[C@H]1[C@H](CCC(=O)OC)C2N=C1C=C1NC(=CC3=NC(=CC4NC5=C(C(=O)CC=25)C=4C)C(CC)=C3C)C(C=C)=C1C

InChiKey: RYLBYBPLWNFWPG-CMMLGHQLSA-N

InChi: 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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Pyropheophorbide-a methyl ester (2 μM; 12 h) inhibits the cell cycle progression from the G0/G1-phases and induces apoptosis at the light dosage of 55.6 kJ/m2 in PC-3M cells. Pyropheophorbide-a methyl ester (0.2-15 μM; 20 h) has no significant dark cytotoxicity in NCI-h446 cells. Pyropheophorbide-a methyl ester (0.1-15 μM; 20 h) mediates a dose-dependent photocytotoxicity in the NCI-h446 cells. Pyropheophorbide-a methyl ester (2-4 μM; 0-24 h) induces apoptosis of NCI-h446 cells in a time-dependent manner. Pyropheophorbide-a methyl ester (0.5-4 μM; 0-20 h) shows a photocytotoxicity in PC-3M cells.

In Vivo:

Pyropheophorbide-a methyl ester (15 mg/kg; tail vein and topical injection) inhibits the growth of PC-3M tumors in mice.

References:

1. Sun X, et, al. Photodynamic therapy with pyropheophorbide-a methyl ester in human lung carcinoma cancer cell: efficacy, localization and apoptosis. Photochem Photobiol. 2002 Jun;75(6):644-51.
2. Tian Y, et, al. Cell death induced by MPPa-PDT in prostate carcinoma in vitro and in vivo. Biochem Biophys Res Commun. 2006 Sep 22;348(2):413-20.

Products are for research use only. Not for human use.