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Sigma-Aldrich

Hemin

BioXtra, from Porcine, ≥96.0% (HPLC)

Synonym(s):

Chloro(protoporphyrinato)iron(III), Chlorohemin, Chloroprotoporphyrin IX iron(III), Ferriprotoporphyrin IX chloride, Hemin(chloride)

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About This Item

Empirical Formula (Hill Notation):
C34H32ClFeN4O4
CAS Number:
16009-13-5
Molecular Weight:
651.94
Beilstein/REAXYS Number:
5229914
EC Number:
240-140-1
MDL number:
MFCD00010726
UNSPSC Code:
12352202
PubChem Substance ID:
57651319
NACRES:
NA.79

biological source

Porcine

product line

BioXtra

assay

≥96.0% (HPLC)

form

powder or crystals

technique(s)

tissue culture: suitable
transfection: suitable

storage temp.

2-8°C

SMILES string

Cc1c(CCC(O)=O)c2cc3c(CCC(O)=O)c(C)c4cc5nc(cc6c(C)c(C=C)c(cc1n2)n6[Fe](Cl)n34)c(C=C)c5C

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/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-;;

InChI key

BTIJJDXEELBZFS-HXFTUNQESA-K

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Application

Hemin is used for the following applications:
  • To study bacterial strains and growth conditions
  • Used in short-term colony assays (the culture medium consists of hemin along with other components)
  • Cell transfections
It may be used in β-hematin formation assay for analyzing the inhibitory activity of MMV (Medicines for Malaria Venture) Malaria Box compounds against the formation of β-hematin.

Biochem/physiol Actions

Hemin, the oxidized version of heme, is an iron-containing prosthetic group for a diverse group of proteins. Free heme, which can be released from hemoglobin following hemolysis, is pro-inflammatory and contributes to iron-derived reactive oxygen species. Free hemin levels may be upregulated in various pathological conditions and can contribute to various inflammatory conditions including vascular disorders, renal failure, and immune-mediated disorders.

Hemin may be used to study the expression and represson of heme oxygenase 1 (HO-1) as well as the activity of HO-1. Hematin is the "X factor" required to grown Haemophilus influenzae.

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Storage Class

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wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Journal of immunology (Baltimore, Md. : 1950), 166(2), 848-854 (2001-01-06)
We studied cytokine-driven differentiation of primitive human CD34(+)HLA-DR(-) cells to myeloid dendritic cells (DC). Hemopoietic cells were grown in long-term cultures in the presence of various combinations of early acting cytokines such as FLT3-ligand (FLT3-L) and stem cell factor (SCF)
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International journal for parasitology. Drugs and drug resistance, 5(3), 84-91 (2015-07-08)
The Malaria Box, assembled by the Medicines for Malaria Venture, is a set of 400 structurally diverse, commercially available compounds with demonstrated activity against blood-stage Plasmodium falciparum. The compounds are a representative subset of the 20,000 in vitro antimalarials identified from
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Journal of clinical microbiology, 42(3), 1024-1029 (2004-03-09)
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The Analyst, 136(21), 4397-4401 (2011-09-02)
Hemin/G-quadruplex catalyzes the H(2)O(2)-mediated oxidation of Amplex Red to the fluorescent product resorufin. This process is implemented to develop hairpin nucleic acid structures for the detection of DNA, to probe the catalytic activity of glucose oxidase, to use the thrombin-aptamer
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