15741-03-4

Usage

Uses

Used in Biochemical and Medical Research:
Hemin dimethyl ester is used as a research tool for studying the function of heme proteins due to its unique chemical properties and ability to interact with other molecules.
Used in the Development of Therapeutic Agents:
Hemin dimethyl ester is used as a component in the development of new treatments for conditions such as sickle cell anemia and other hemoglobin disorders, leveraging its modified solubility and interaction capabilities to address these health challenges.

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

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

Downstream Products

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

Relevant academic research and scientific papers

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

A convenient hydrogenation method for the synthesis of metallo- mesoporphyrin IX dimethyl esters via self-catalyzed CoCl2-NaBh 4 reagent system

A convenient protocol has been developed for the hydrogenation of metallo-protoporphyrin IX dimethyl esters (MPPDMEs) to their mesoporphyrin analogues using CoCl2-NaBH4 reagent system. Metallo-porphyrin complexes were found to perform as self-catalysts in this procedure. This method provides several advantages such as safe and simple procedure, short reaction time, high yields and low cost. Copyright

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.

Thermochemistry of solution of Fe(III) and Mn(III) complexes with natural porphyrins

The enthalpies of solution of Fe(III) and Mn(III) complexes with porphyrins of the chlorophyll group (chlorophyll ligand, pheophorbid, chlorin e6) and protoporphyrin in various organic solvents at 298.15 K were determined calorimetrically. The