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51280

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:
Molecular Weight:
651.94
Beilstein:
5229914
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.79

biological source

Porcine

Quality Level

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.

related product

Product No.
Description
Pricing

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the solubility of Product 51280, Hemin?

    Hemin can be dissolved in DMSO at 1 mM. This product should be soluble in 1.4 M ammonium hydroxide (50 mg/ml) with 5 minutes of heating at 95 °C, yielding a dark brown solution.  A stock solution of 0.25% hemin in 50% triethanolamine can be made.

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  5. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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S Abboud et al.
The Journal of biological chemistry, 275(26), 19906-19912 (2000-04-05)
We have isolated and characterized a novel iron-regulated gene that is homologous to the divalent metal transporter 1 family of metal transporters. This gene, termed metal transporter protein (mtp1), is expressed in tissues involved in body iron homeostasis including the
Eyal Golub et al.
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
Kim Y Fong et al.
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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