Hemin - 16009-13-5
Hemin
Catalog Number: BT-269448
CAS Number: 16009-13-5
Molecular Formula: C34H32ClFeN4O4
Molecular Weight: 616.5 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Hemin, also known as heme or haem, is a complex organic molecule that plays a crucial role in various biological processes. It is a porphyrin molecule that contains an iron ion at its center, which is responsible for its biological activity. Hemin is involved in the transport of oxygen in the blood, as well as in the regulation of gene expression and cellular metabolism. It has also been found to have potential therapeutic applications in the treatment of various diseases.
Properties
CAS Number
16009-13-5
Product Name
Hemin
IUPAC Name
3-[18-(2-carboxyethyl)-8,13-bis(ethenyl)-3,7,12,17-tetramethylporphyrin-21,24-diid-2-yl]propanoic acid;iron(3+);chloride
Molecular Formula
C34H32ClFeN4O4
Molecular Weight
616.5 g/mol
InChI
InChI=1S/C34H34N4O4.ClH.Fe/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25;;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);1H;/q;;+3/p-3
InChI Key
GGIDWJQWCUJYRY-RGGAHWMASA-L
SMILES
CC1=C(C2=CC3=C(C(=C([N-]3)C=C4C(=C(C(=N4)C=C5C(=C(C(=N5)C=C1[N-]2)C)C=C)C)C=C)C)CCC(=O)O)CCC(=O)O.[Cl-].[Fe+3]
Solubility
Soluble in DMSO
Synonyms
Alkaline Hematin D 575
Alkaline Hematin D-575
Chloride, Ferriheme
Chloride, Ferriprotoporphyrin IX
Chlorohemin
Ferrihaem
Ferriheme Chloride
Ferriprotoporphyrin
Ferriprotoporphyrin IX
Ferriprotoporphyrin IX Chloride
Hematin
Hematin D-575, Alkaline
Hemin
Panhematin
Protohemin
Protohemin IX
Canonical SMILES
CC1=C(C2=CC3=C(C(=C([N-]3)C=C4C(=C(C(=N4)C=C5C(=C(C(=N5)C=C1[N-]2)C)C=C)C)C=C)C)CCC(=O)O)CCC(=O)O.[Cl-].[Fe+3]
Method of Synthesis or Extraction
Hemin can be synthesized or extracted from natural sources such as red blood cells or liver tissue. The most commonly used method for the synthesis of hemin is the Adler method, which involves the reaction of pyrrole and an aldehyde in the presence of an acid catalyst. The yield of this method is typically around 50%, and it requires the use of toxic and hazardous chemicals such as pyrrole and formaldehyde.
Another method for the synthesis of hemin is the Shemin method, which involves the reaction of glycine and succinyl-CoA in the presence of an iron salt. This method has a higher yield of around 80%, but it also requires the use of toxic and hazardous chemicals.
The extraction of hemin from natural sources involves the isolation of Hemin from red blood cells or liver tissue. This process involves the use of organic solvents such as acetone or ethanol, which can be hazardous to the environment and human health.
Chemical Structure and Biological Activity
Hemin has a complex chemical structure that consists of a porphyrin ring with an iron ion at its center. The iron ion is responsible for the biological activity of hemin, as it can bind to oxygen and other molecules in the body.
Hemin has been found to have a wide range of biological activities, including the regulation of gene expression, cellular metabolism, and immune function. It has also been shown to have antioxidant and anti-inflammatory properties, which may have therapeutic applications in the treatment of various diseases.
Biological Effects
Hemin has been found to have a wide range of biological effects on cell function and signal transduction. It has been shown to regulate the expression of genes involved in cellular metabolism, immune function, and oxidative stress. Hemin has also been found to modulate the activity of various signaling pathways, including the MAPK and NF-κB pathways.
Hemin has potential therapeutic and toxic effects, depending on the dose and duration of exposure. It has been shown to have anti-inflammatory and antioxidant effects at low doses, but at high doses, it can cause oxidative stress and cell damage.
Applications
Hemin has a wide range of applications in medical, environmental, and industrial research. In medical research, hemin has been used in drug development and clinical trials for the treatment of various diseases, including cancer, Alzheimer's disease, and sickle cell anemia. It has also been found to have potential applications in the treatment of infectious diseases, such as malaria and tuberculosis.
In environmental research, hemin has been studied for its effects on ecosystems and its role in pollution management. It has been found to have potential applications in the treatment of wastewater and the removal of pollutants from the environment.
In industrial research, hemin has been used in manufacturing processes to improve product quality and efficiency. It has also been studied for its potential applications in the development of new materials and technologies.
Future Perspectives and Challenges
Despite its potential applications, there are still limitations in the use and study of hemin. One of the main challenges is the toxicity and hazardous nature of the chemicals used in its synthesis and extraction. There is also a need for further research to fully understand the biological mechanisms and potential therapeutic applications of hemin.
Possible solutions and improvements include the development of safer and more efficient methods for the synthesis and extraction of hemin, as well as the identification of new biological targets and applications. Future trends and prospects in the application of hemin in scientific research include the development of new drugs and therapies for the treatment of various diseases, as well as the development of new materials and technologies for industrial applications.
In conclusion, hemin is a complex organic molecule with a wide range of biological activities and potential applications in medical, environmental, and industrial research. Further research is needed to fully understand its biological mechanisms and potential therapeutic applications, as well as to develop safer and more efficient methods for its synthesis and extraction.
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