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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)

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
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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL4841
BCCF8438
BCCC1184
BCBT7964
BCBS7525V

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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
Application of time-resolved fluorometry to the resolution of porphyrin-photoproduct mixtures.
P Valat et al.
Photochemistry and photobiology, 47(6), 787-790 (1988-06-01)
S Adak et al.
The Biochemical journal, 334 ( Pt 1), 51-56 (1998-08-07)
The role of haem propionates in oxidative and reductive reactions catalysed by horseradish peroxidase (HRP) was studied after successful reconstitution of ferric protoporphyrin IX dimethyl ester (PPDME) into the apoperoxidase. The reconstituted enzyme oxidizes neither guaiacol (aromatic electron donor) nor
Vanaja Manivasager et al.
International journal of oncology, 29(4), 997-1002 (2006-09-12)
5-Aminolevulinic acid (5-ALA) and its esters have been under intense investigation to enhance the endogenous production of protoporphyrin IX (PpIX) in tumour cells for the purpose of photodynamic diagnosis. In this study we have investigated the use of exogenous PpIX
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