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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

Quality Level

200

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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flash_point_c

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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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