15741-03-4

Basic information

• Product Name: hemin dimethyl ester
• Synonyms: hemin dimethyl ester
• CAS NO: 15741-03-4
• Molecular Formula: C₃₆H₃₆ClFeN₄O₄
• Molecular Weight: 679.99344
• Mol File: 15741-03-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 1020.3°Cat760mmHg
• Flash Point: 570.9°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0mmHg at 25°C
• CAS DataBase Reference: hemin dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: hemin dimethyl ester(15741-03-4)
• EPA Substance Registry System: hemin dimethyl ester(15741-03-4)

Safety Data

• Hazardous Substances Data: 15741-03-4(Hazardous Substances Data)

Usage

General Description

Hemin dimethyl ester is a synthetic derivative of hemin, a complex of iron and porphyrin that is found in red blood cells. The dimethyl ester form is a modified version of hemin that has two methyl groups attached to the ester functional group. This modification makes hemin dimethyl ester more soluble in organic solvents and allows for its use in a wider range of applications. It is commonly used in biochemical and medical research as a tool to study the function of heme proteins, as well as in the development of new therapeutic agents for conditions such as sickle cell anemia and other hemoglobin disorders. Its unique chemical properties and ability to interact with other molecules make hemin dimethyl ester a valuable tool in the study of heme proteins and their biological functions.

InChI:InChI=1/C36H36N4O4.ClH.Fe/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;;/h9-10,15-18H,1-2,11-14H2,3-8H3;1H;/q-2;;+3/p-1/b27-15-,28-15-,29-16-,30-17-,31-16-,32-17-,33-18-,34-18-;;

Upstream product

• 5522-66-7 protoporphyrin IX dimethyl ester 
• 67-56-1 methanol 
• 13496-05-4 hemin 

Downstream Products

• 122056-85-3 bis(tosylmethyl isocyanide)iron(II) protoporphyrin IX dimethyl ester 

Relevant articles and documents

Iron nitrosyl "natural" porphyrinates: Does the porphyrin matter?

The synthesis and spectroscopic characterization of three five-coordinate nitrosyliron(II) complexes, [Fe(Porph)(NO)], are reported. These three nitrosyl derivatives, where Porph represents protoporphyrin IX dimethyl ester, mesoporphyrin IX dimethyl ester

Proton-coupled electron transfer reactions at a heme-propionate in an iron-protoporphyrin-IX model compound

A heme model system has been developed in which the heme-propionate is the only proton donating/accepting site, using protoporphyrin IX-monomethyl esters (PPIXMME) and N-methylimidazole (MeIm). Proton-coupled electron transfer (PCET) reactions of these model compounds have been examined in acetonitrile solvent. (PPIXMME)FeIII(MeIm) 2-propionate (FeIII～CO2) is readily reduced by the ascorbate derivative 5,6-isopropylidine ascorbate to give (PPIX MME)FeII(MeIm)2-propionic acid (Fe II～CO2H). An excess of the hydroxylamine TEMPOH or of hydroquinone similarly reduces FeIII～CO2, and TEMPO and benzoquinone oxidize FeII～CO2H to return to FeIII～CO2. The measured equilibrium constants, and the determined pKa and E1/2 values, indicate that Fe II～CO2H has an effective bond dissociation free energy (BDFE) of 67.8 ± 0.6 kcal mol-1. In these PPIX models, electron transfer occurs at the iron center and proton transfer occurs at the remote heme propionate. According to thermochemical and other arguments, the TEMPOH reaction occurs by concerted proton-electron transfer (CPET), and a similar pathway is indicated for the ascorbate derivative. Based on these results, heme propionates should be considered as potential key components of PCET/CPET active sites in heme proteins.

Intramolecular hydrogen-bonding from heme carboxylic acid side chains to axial ligands

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