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09626

Sigma-Aldrich

Protoporphyrin IX dimethyl ester

~90% (HPLC)

Synonym(s):

Dimethyl 8,13-divinyl-3,7,12,17-tetramethyl-21H,23H-porphine-2,18-dipropionate, Ooporpyhrin dimethyl ester

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About This Item

Empirical Formula (Hill Notation):
C36H38N4O4
CAS Number:
5522-66-7
Molecular Weight:
590.71
Beilstein:
381574
EC Number:
226-870-3
MDL number:
MFCD00064531
UNSPSC Code:
12171500
PubChem Substance ID:
329748780
NACRES:
NA.32

Assay

~90% (HPLC)

form

powder

mp

225-228 °C (lit.)

solubility

DMSO: soluble
THF: soluble
acetone: soluble
chloroform: soluble
diethyl ether: soluble
ethyl acetate: soluble
methanol: soluble

SMILES string

COC(=O)CCc1c(C)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(CCC(=O)OC)c5C)c(C)c4C=C)c(C)c3C=C

InChI

1S/C36H38N4O4/c1-9-23-19(3)27-15-28-21(5)25(11-13-35(41)43-7)33(39-28)18-34-26(12-14-36(42)44-8)22(6)30(40-34)17-32-24(10-2)20(4)29(38-32)16-31(23)37-27/h9-10,15-18,38-39H,1-2,11-14H2,3-8H3/b27-15-,28-15-,29-16-,30-17-,31-16-,32-17-,33-18-,34-18-

InChI key

XNCGCBXDDMJCKW-MFBGAUBSSA-N

Gene Information

human ... TERT(7015)

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Application

Protoporphyrin IX dimethyl ester has been demonstrated to a potent photosensitizer of human nasopharyngeal carcinoma.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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P Kubát et al.
Radiation research, 148(4), 382-385 (1997-10-27)
The formation of triplet states of photosensitizers and singlet oxygen during reactions sensitized by protoporphyrin IX dimethyl ester (PPDME) and the products of its photo-oxidation in solution were studied by time-resolved spectroscopy. Irradiation with long-wavelength light (670 nm), which is
S Ookubo et al.
Journal of inorganic biochemistry, 29(1), 1-23 (1987-01-01)
Complex formation of 5-coordinated iron(III) heme containing thiolate anion (p-nitrothiophenol) with imidazole (1-methylimidazole) showed very interesting features depending on the nature of the solvent and the ratio of the ligand to heme. The complexes formed under different conditions were not
Jianzhong Yao et al.
Bioorganic & medicinal chemistry letters, 18(1), 293-297 (2007-11-17)
Novel benzochloroporphyrin derivatives (BCPDs) were designed, synthesized, and characterized. In vitro dark cytotoxicity and photodynamic efficacy of BCPDs were evaluated by MTT assay on human hepatoma BEL-7402 cells. The experimental results showed that BCPDs 15, 16, 17, and 18 have
I I Makarenkova
Radiobiologiia, 26(5), 598-603 (1986-09-01)
The mechanism of the inverse oxygen effect in the irreversible radiation-induced chemical alterations in protoporphyrin in sulfuric acid solution was investigated. The decrease of the molecular decay yield was shown to associate with the ability of oxygen to exclude H
Hiroshi Fujii
Journal of the American Chemical Society, 124(21), 5936-5937 (2002-05-23)
13CN ion appears to have the greatest potential to probe the heme environment of the ferric heme proteins; however, a resonance of the iron-bound (13)CN ion in ferric heme proteins has not yet been located. We show here the first
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