An oxidized form of heme
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Hemin chloride

Item No. 16487

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(SP-5-13)-chloro[7,12-diethenyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,8-dipropanoato(4-)-κN21, κN22, κN23, κN24]-ferrate(2-), dihydrogen
CAS Number
16009-13-5
Molecular Formula
C34H30ClFeN4O4 • 2H
Formula Weight
652.0
Purity
≥96%
Formulation (Request formulation change)
A crystalline solid
λmax
397 nm
SMILES
[O-]C(CCC1=C(C=C2[N]3=C4C(C)=C2CCC([O-])=O)[N-]([Fe+3]35([Cl-])[N]6=C7C=C(C(C=C)=C8C)[N-]5C8=C4)C(C=C6C(C=C)=C7C)=C1C)=O.[H+].[H+]
InChi Code
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-,2
InChi Key
BTIJJDXEELBZFS-HXFTUNQESA-K
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

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    Product Description

    Hemin chloride is an oxidized form of heme that inhibits eukaryotic translation initiation factor 2α kinase 1 (eIF2αK1), a repressor of eIF-2α.1 This alters the initiation of mRNA translation, evoking a wide array of cellular effects. Hemin chloride is used experimentally to induce the expression of heme oxygenase-1 in cells and in animals.2,3,4 Heme extracted from blood is usually oxidized to hemin chloride.5,6 In porphyria, disorders resulting from an increase in porphyrins, hemin chloride serves to activate feedback inhibition of δ-aminolevulinic acid synthase, reducing heme biosynthesis.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Taraha, S.M., Traugh, J.A., Sharp, S.B., et al. Effect of hemin on site-specific phosphorylation of eukaryotic initiation factor 2. Proc. Natl. Acad. Sci. USA 75(2), 789-793 (1978).

    2. Vesely, M.J.J., Exon, D.J., Clark, J.E., et al. Heme oxygenase-1 induction in skeletal muscle cells: hemin and sodium nitroprusside are regulators in vitro. Am. J. Physiol. 275(4 Pt 1), C1087-1094 (1998).

    3. Lindenblatt, N., Bordel, R., Schareck, W., et al. Vascular heme oxygenase-1 induction suppresses microvascular thrombus formation in vivo. Arterioscler. Thromb. Vasc. Biol. 24(3), 601-606 (2004).

    4. Botros, F.T., Prieto-Carrasquero, M.C., Martin, V.L., et al. Heme oxygenase induction attenuates afferent arteriolar autoregulatory responses. Am. J. Physiol. Renal Physiol. 295(4), F904-F911 (2008).

    5. Labbé, R.F., Finch, C.A., Smith, N.J., et al. Erythrocyte protoporphyrin/heme ratio in the assessment of iron status. Clin. Chem. 25(1), 87-92 (1979).

    6. Bissell, D.M., and Wang, B. Acute hepatic porphyria. J. Clin. Transl. Hepatol. 3(1), 17-26 (2015).