Hemin

• CAT Number: I002035
• CAS Number: 16009-13-5
• Molecular Formula: C34H30ClFeN4O4 • 2H
• Molecular Weight: 652
• Purity: ≥95%
• Synonyms: (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
• Target: Heme oxygenase
• Solubility: DMSO: ≤ 6.6 mg/mL
• Storage: Store at 2°C to 8°C
• 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
• InChI: InChI=1S/C34H34N4O4.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);/q;+3/p-2/b25-13-,26-13-,27-14-,28-15-,2
• InChIKey: BTIJJDXEELBZFS-HXFTUNQESA-K
• 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+]

Hemin (CAT: I002035) is a synthetic form of heme, a molecule essential for various biological processes. It acts as a potent inducer of heme oxygenase-1 (HO-1), an enzyme involved in the breakdown of heme. Hemin has been studied for its therapeutic potential in various conditions, including acute porphyria, a group of genetic disorders characterized by abnormal heme metabolism. By inducing HO-1, hemin helps to alleviate symptoms and reduce the accumulation of toxic heme intermediates in patients with acute porphyria. Additionally, hemin has shown anti-inflammatory and antioxidant properties, making it a promising candidate for the treatment of other inflammatory and oxidative stress-related diseases.

Reference

1:Novel photoelectrochemical immunosensor for disease-related protein assisted by hemin/G-quadruplex-based DNAzyme on gold nanoparticles to enhance cathodic photocurrent on p-CuBi2O4 semiconductor. Lv S, Zhang K, Lin Z, Tang D.Biosens Bioelectron. 2017 May 13;96:317-323. doi: 10.1016/j.bios.2017.05.027. [Epub ahead of print] PMID: 28525849
2:Microfluidic analysis of red blood cell deformability as a means to assess hemin-induced oxidative stress resulting from Plasmodium falciparum intraerythrocytic parasitism. Matthews K, Duffy SP, Myrand-Lapierre ME, Ang RR, Li L, Scott MD, Ma H.Integr Biol (Camb). 2017 May 19. doi: 10.1039/c7ib00039a. [Epub ahead of print] PMID: 28524208
3:An electrochemiluminescence assay for sensitive detection of methyltransferase activity in different cancer cells by hybridization chain reaction coupled with a G-quadruplex/hemin DNAzyme biosensing strategy. Zhang H, Guo Z, Dong H, Chen H, Cai C.Analyst. 2017 May 17. doi: 10.1039/c7an00486a. [Epub ahead of print] PMID: 28513652
4:In vivo hemin conditioning targets the vascular and immunological compartments and restrains prostate tumor development. Jaworski FM, Gentilini L, Gueron G, Meiss RP, Ortiz EG, Berguer PM, Ahmed A, Navone NM, Rabinovich GA, Compagno D, Laderach DJ, Vazquez ES.Clin Cancer Res. 2017 May 16. pii: clincanres.0112.2017. doi: 10.1158/1078-0432.CCR-17-0112. [Epub ahead of print] PMID: 28512172
5:Electrochemical behavior of hemin binding with human centrin 3. Zhao Y, Chu X, Yang B.Bioelectrochemistry. 2017 Apr 29;117:15-22. doi: 10.1016/j.bioelechem.2017.04.002. [Epub ahead of print] PMID: 28499167
6:Vascular function and arginine and dimethylarginines in gentamicin-induced renal failure: A possible effect of heme oxygenase-1 inducer hemin. Aycan Ustyol E, Kabasakal M, Bekpinar S, Alp Yıldırım I, Tepe O, Giris M, Ozluk Y, Unlucerci Y, Uydes Dogan BS, Uysal M.Can J Physiol Pharmacol. 2017 May 10. doi: 10.1139/cjpp-2016-0578. [Epub ahead of print] PMID: 28489953
7:Changes in mitochondrial ultrastructure in SH-SY5Y cells during apoptosis induced by hemin. Dai J, Wu P, Xu S, Li Y, Zhu Y, Wang L, Wang C, Zhou P, Shi H.Neuroreport. 2017 May 5. doi: 10.1097/WNR.0000000000000790. [Epub ahead of print] PMID: 28489664
8:Proximity hybridization triggered hemin/G-quadruplex formation for construction a label-free and signal-on electrochemical DNA sensor. Gao F, Fan T, Wu J, Liu S, Du Y, Yao Y, Zhou F, Zhang Y, Liao X, Geng D.Biosens Bioelectron. 2017 Apr 19;96:62-67. doi: 10.1016/j.bios.2017.04.024. [Epub ahead of print] PMID: 28460333
9:Hemin Causes Lung Microvascular Endothelial Barrier Dysfunction by Necroptotic Cell Death. Singla S, Sysol JR, Dille B, Jones N, Chen J, Machado RF.Am J Respir Cell Mol Biol. 2017 Apr 19. doi: 10.1165/rcmb.2016-0287OC. [Epub ahead of print] PMID: 28421813
10:Methyl Orange removal by a novel PEI-AuNPs-hemin nanocomposite. Hu W, Yu X, Hu Q, Kong J, Li L, Zhang X.J Environ Sci (China). 2017 Mar;53:278-283. doi: 10.1016/j.jes.2016.01.016. Epub 2016 Mar 4. PMID: 28372753