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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/REAXYS Number:
381574
EC Number:
226-870-3
MDL number:
MFCD00064531
UNSPSC Code:
12171500
PubChem Substance ID:
329748780
NACRES:
NA.32

assay

~90% (HPLC)

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Dániel Veres et al.
The journal of physical chemistry. B, 116(32), 9644-9652 (2012-07-11)
Application of porphyrins as photosensitizers is based on their light-triggered generation of reactive oxygen species (ROS) that may cause oxidative tissue damage and ultimately kill cells. Cellular membranes are the action grounds of many sensitizers due to their hydrophobic or
C J Walker et al.
The Biochemical journal, 276 ( Pt 3), 691-697 (1991-06-15)
The resolution and reconstitution of the Mg-protoporphyrin IX monomethyl ester oxidative cyclase system into a supernatant and a pellet fraction was accomplished by a procedure involving salt treatment followed by osmotic shock. Recombination of pellet and supernatant fractions was required
S Ookubo et al.
Journal of inorganic biochemistry, 35(4), 305-317 (1989-04-01)
Magnetic circular dichroism (MCD) spectra were observed to characterize the nature of the visible bands for high-spin Fe(III) protoheme derivatives with p-nitrothiophenolate, p-nitrophenolate, and methoxy anion as the fifth ligands in several solvents. The visible MCD bands for p-nitrophenolate heme
T Yoshimura et al.
Archives of biochemistry and biophysics, 230(2), 466-482 (1984-05-01)
The EPR and electronic spectral changes upon titration of systems consisting of (protoporphyrin IX)iron(III) chloride (Fe(PPIX)Cl) or its dimethyl ester (Fe-(PPIXDME)Cl) and imidazole derivatives with tetrabutylammonium hydroxide solution have been measured at 77 and 298 degrees K in various solvents.
Arindam Sen et al.
Journal of controlled release : official journal of the Controlled Release Society, 82(2-3), 399-405 (2002-08-15)
Transdermal drug delivery is an attractive approach for either local or systemic treatment in medicine. In the last decade, different active transdermal delivery methods have been further investigated such as cationic liposomal delivery and electroporation-enhanced delivery. In light of gaining
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