protoporphyrin IX dimethyl ester
dimethyl protoporphyrin IX
Identification
| Name | protoporphyrin IX dimethyl ester |
| IUPAC | methyl 3-[8,13-bis(ethenyl)-18-(3-methoxy-3-oxopropyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoate |
| CAS Number | 5522-66-7 |
| EINECS | 226-870-3 |
| FDA UNII | PHV7RHT9L3 |
| Molecular Formula | C36 H38 N4 O4 |
| Molecular Weight | 590.72366000 |
| MDL Number | MFCD00064531 |
| Nikkaji Number | J123.233I |
| Beilstein | 381574 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 6.397e-007 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for protoporphyrin IX dimethyl ester usage levels up to | not for fragrance use. |
| Recommendation for protoporphyrin IX dimethyl ester flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
dimethyl 3,8,13,17-tetramethyl-7,12-divinyl-21H,23H-porphine-2,18-dipropionate
dimethyl protoporphyrin IX
methyl 3-[8,13-bis(ethenyl)-18-(3-methoxy-3-oxopropyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoate
21H,23H-
porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-, dimethyl ester
2,18-
porphinedipropionic acid, 3,7,12,17-tetramethyl-8,13-divinyl-, dimethyl ester (VAN) (8CI)
PubMed:
Photodynamic Therapy Mediated by a Novel Chlorin Derivative, TONS 501-Na, in EMT6 cells.
PubMed:
Molecular Features of the YAP Inhibitor Verteporfin: Synthesis of Hexasubstituted Dipyrrins as Potential Inhibitors of YAP/TAZ, the Downstream Effectors of the Hippo Pathway.
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Co-Deposition of Gold Nanoparticles and Metalloporphyrin Using the Langmuir-Blodgett (LB) Technique for Surface-Enhanced Raman Scattering (SERS).
PubMed:
Synthesis of new chlorinâ
e6 trimethyl and protoporphyrinâ
IX dimethyl ester derivatives and their photophysical and electrochemical characterizations.
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Iron nitrosyl "natural" porphyrinates: does the porphyrin matter?
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Heck coupling of olefins to mixed methyl/thienyl monolayers on Si(111) surfaces.
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Observation of heme transfer from cytochrome b5 to DNA aptamer.
PubMed:
Chlorin photosensitizers sterically designed to prevent self-aggregation.
PubMed:
Characterization of cytosolic tetrapyrrole-binding proteins in Arabidopsis thaliana.
PubMed:
Systemic suppression of the contact hypersensitivity by the products of protoporphyrin IX photooxidation.
PubMed:
A comparison of protoporphyrin IX and protoporphyrin IX dimethyl ester as a photosensitizer in poorly differentiated human nasopharyngeal carcinoma cells.
PubMed:
Assembly and activation of heme-deficient neuronal NO synthase with various porphyrins.
PubMed:
Dimethyl propionate ester heme-containing cytochrome b5: structure and stability.
PubMed:
Factors affecting the electronic ground state of low-spin iron(III) porphyrin complexes.
PubMed:
Assignment of the heme axial ligand(s) for the ferric myoglobin (H93G) and heme oxygenase (H25A) cavity mutants as oxygen donors using magnetic circular dichroism.
PubMed:
Effect of modified hemes on the spectral properties and activity of manganese peroxidase.
PubMed:
Haem propionates control oxidative and reductive activities of horseradish peroxidase by maintaining the correct orientation of the haem.
PubMed:
The effect of the irradiation wavelength on the processes sensitized by protoporphyrin IX dimethyl ester.
PubMed:
Hemin-induced erythroid differentiation of human myeloleukemia K562 cell line and its modification by bioresponse modifiers.
PubMed:
[Interpretation of the resonance Raman spectrum of cytochrome P-450].
PubMed:
Erythroid differentiation-inducing activity of protoporphyrin IX and its analogs on human leukemia K562 cell line.
PubMed:
Two new sterically hindered phthalocyanines: synthetic and photodynamic aspects.
PubMed:
Radical intermediates induced by porphyrin triplets.
PubMed:
Antioxidative effect of several porphyrins on lipid peroxidation in rat liver homogenates.
PubMed:
Syntheses and photosensitizing activity of porphyrins joined with ester linkages.
PubMed:
Synthesis of a Putative c-Type Cytochrome by Intact, Isolated Pea Chloroplast.
PubMed:
Alternative carbon monoxide binding modes for horseradish peroxidase studied by resonance Raman spectroscopy.
PubMed:
Mechanism of interaction between cytochromes P-450 RLM5 and b5: evidence for an electrostatic mechanism involving cytochrome b5 heme propionate groups.
PubMed:
Electronic spectra for nitrosyl(protoporphyrin IX dimethyl ester)iron(II) and its complexes with nitrogenous bases as model systems for nitrosylhemoproteins.
PubMed:
Infrared and electron paramagnetic resonance study of nitrosyl(protoporphyrin IX dimethyl ester)iron(II) and its complexes with nitrogenous bases as model systems for nitrosylhemoproteins: effect of solvent polarity.
PubMed:
Catalysis of electron transfer across phospholipid bilayers by iron-porphyrin complexes.
PubMed:
Copper(II) protoporphyrin IX as a reporter group for the heme environment in myoglobin.
PubMed:
Model systems for the coordination chemistry of cytochrome P-450.
PubMed:
Proton NMR relaxation study of the binding of pyridine and 1-methylimidazole to some ferriporphyrins and to metmyoglobin.
PubMed:
Crystal and molecular structure of the free base porphyrin, protoporphyrin IX dimethyl ester.
PubMed:
Magnetic circular dichroism studies on acid and alkaline forms of horseradish peroxidase.
PubMed:
High-pressure liquid chromatography and field desorption mass spectrometry of heme alpha, heme alpha dimethyl ester and acetyl heme alpha dimethyl ester.
PubMed:
Nickel cytochrome c. Effect of protein moiety on the metal ion coordination.
PubMed:
The stability of porphyrin and metalloporphyrin molecular complexes in solution.
PubMed:
Axial ligation modes in iron(III) Porphyrins. Models for the oxidized reaction states of cytochrome P-450 enzymes and the molecular structure of iron(III) protoporphyrin IX dimethyl ester p-nitrobenzenethiolate.
PubMed:
Thermodynamic data for the binding of molecular oxygen to cobalt(II) protoporphyrin IX dimethyl ester.
PubMed:
Letter: Ferric porphyrin thiolates. Possible relationship to cytochrome P-450 enzymes and the structure of (p-nitrobenzenethiolato)iron(III) protoporphyrin IX dimethyl ester.
PubMed:
The reaction of the superoxide ion with iron (3) protoporphyrin IX dimethyl ester perchlorate: evidence for a stable dioxygen complex.
PubMed:
Evaluation of the thermodynamic data reported for the reversible oxygenation of the amine complexes of cobalt (II) protoporphyrin IX dimethyl ester.
PubMed:
Thermodynamics of ligand and oxygen binding to cobalt protoporphyrin IX dimethyl ester in toluene solution.
PubMed:
Kinetics of the reaction of amine complexes of cobalt(II) protoporphyrin IX dimethyl ester with oxygen. Evidence for hydrogen bonding with coordinated oxygen.
PubMed:
Thermodyanamics of the reversible oxygenation of amine complexes of cobalt(II) protoporphyrin IX dimethyl ester in a nonagueous medium.
PubMed:
The purification of protoporphyrin IX and protoporphyrin IX dimethyl ester with Avicel-SF and chromagram sheet.
PubMed:
A modified procedure for the preparation of protoporphyrin IX dimethyl ester from hemoglobin.