protoporphyrin IX dimethyl ester

dimethyl protoporphyrin IX

CAS: 5522-66-7 C36 H38 N4 O4 MW: 590.72366000

Identification

Nameprotoporphyrin IX dimethyl ester
IUPACmethyl 3-[8,13-bis(ethenyl)-18-(3-methoxy-3-oxopropyl)-3,7,12,17-tetramethyl-22,23-dihydroporphyrin-2-yl]propanoate
CAS Number5522-66-7
EINECS226-870-3
FDA UNIIPHV7RHT9L3
Molecular FormulaC36 H38 N4 O4
Molecular Weight590.72366000
MDL NumberMFCD00064531
Nikkaji NumberJ123.233I
Beilstein381574

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 SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for protoporphyrin IX dimethyl ester usage levels up tonot for fragrance use.
Recommendation for protoporphyrin IX dimethyl ester flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

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. PubMed: Co-Deposition of Gold Nanoparticles and Metalloporphyrin Using the Langmuir-Blodgett (LB) Technique for Surface-Enhanced Raman Scattering (SERS). PubMed: Synthesis of new chlorin e6 trimethyl and protoporphyrin IX dimethyl ester derivatives and their photophysical and electrochemical characterizations. PubMed: Iron nitrosyl "natural" porphyrinates: does the porphyrin matter? PubMed: Heck coupling of olefins to mixed methyl/thienyl monolayers on Si(111) surfaces. PubMed: 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.