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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

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)

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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
P P Tamburini et al.
Archives of biochemistry and biophysics, 245(2), 512-522 (1986-03-01)
The role of cytochrome b5 heme propionate groups in the functional interactions between cytochromes P-450 RLM5 and b5 has been investigated by comparing the capacity of RLM5 to interact with both native b5 and a b5 derivative in which the
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 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
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