heme arginate

For research use only. Not for therapeutic Use.

  • CAT Number: M005304
  • CAS Number: 100438-92-4
  • Molecular Formula: C56H85N17O11
  • Purity: ≥95%
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Heme arginate (or haem arginate) is a compound of heme and arginine used in the treatment of acute porphyrias. This heme product is only available outside the United States and is equivalent to hematin. Heme arginate is a heme compound, whereby L-arginine is added to prevent rapid degradation. It is given intravenously, and its action of mechanism is to reduce the overproduction of δ-aminolevulinic acid, which can cause the acute symptoms in an attack of the acute porphyrias.


Catalog Number M005304
CAS Number 100438-92-4
Synonyms

heme arginate

Molecular Formula C56H85N17O11
Purity ≥95%
Storage Desiccate at -20C
InChI InChI=1S/C34H34N4O4.C6H14N4O2.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;7-4(5(11)12)2-1-3-10-6(8)9;/h7-8,13-16H,1-2,9-12H2,3-6H3,(H4,35,36,37,38,39,40,41,42);4H,
InChIKey ZEMXHYUDKROEFW-FCYLROMBSA-L
SMILES OC([C@@H](N)CCCNC(N)=N)=O.OC(CCC1=C(C2=CC3=C(C(C)=C4C=C5[N+]6=C(C(C)=C5C=C)C=C7N8C(C(CCC(O)=O)=C7C)=CC1=[N+]2[Fe-2]86N43)C=C)C)=O
Reference

</br>1:Liver Fibrosis Associated with Iron Accumulation Due to Long-Term Heme-Arginate Treatment in Acute Intermittent Porphyria: A Case Series. Willandt B, Langendonk JG, Biermann K, Meersseman W, D/’Heygere F, George C, Verslype C, Monbaliu D, Cassiman D.JIMD Rep. 2016;25:77-81. Epub 2015 Jun 21. PMID: 26093628 Free PMC Article</br>2:Chaperone therapy for homocystinuria: the rescue of CBS mutations by heme arginate. Melenovská P, Kopecká J, Krijt J, Hnízda A, Raková K, Janošík M, Wilcken B, Kožich V.J Inherit Metab Dis. 2015 Mar;38(2):287-94. doi: 10.1007/s10545-014-9781-9. Epub 2014 Oct 21. PMID: 25331909 </br>3:Administration of heme arginate ameliorates murine type 2 diabetes independently of heme oxygenase activity. Choudhary AK, Rennie J, Cairns C, Borthwick G, Hughes J, Morton NM, Kluth D, Conway BR.PLoS One. 2013 Oct 30;8(10):e78209. doi: 10.1371/journal.pone.0078209. eCollection 2013. PMID: 24205160 Free PMC Article</br>4:Paradoxical effects of heme arginate on survival of myocutaneous flaps. Edmunds MC, Czopek A, Wigmore SJ, Kluth DC.Am J Physiol Regul Integr Comp Physiol. 2014 Jan 1;306(1):R10-22. doi: 10.1152/ajpregu.00240.2013. Epub 2013 Oct 2. PMID: 24089372 Free PMC Article</br>5:Treatment with heme arginate alleviates adipose tissue inflammation and improves insulin sensitivity and glucose metabolism in a rat model of Human primary aldosteronism. Jadhav A, Ndisang JF.Free Radic Biol Med. 2012 Dec 15;53(12):2277-86. doi: 10.1016/j.freeradbiomed.2012.10.529. Epub 2012 Oct 23. PMID: 23089228 </br>6:Heme arginate improves reperfusion patterns after ischemia: a randomized, placebo-controlled trial in healthy male subjects. Andreas M, Schmid AI, Doberer D, Schewzow K, Weisshaar S, Heinze G, Bilban M, Moser E, Wolzt M.J Cardiovasc Magn Reson. 2012 Aug 2;14:55. doi: 10.1186/1532-429X-14-55. PMID: 22857721 Free PMC Article</br>7:Liver Transplantation because of Acute Liver Failure due to Heme Arginate Overdose in a Patient with Acute Intermittent Porphyria. Frei P, Minder EI, Corti N, Muellhaupt B, Geier A, Adams H, Dutertre JP, Rudiger A, Dutkowski P, Maggiorini M, Ganter CC.Case Rep Gastroenterol. 2012 Jan;6(1):190-6. doi: 10.1159/000338354. Epub 2012 Apr 19. PMID: 22649331 Free PMC Article</br>8:Heme arginate potentiates latent HIV-1 reactivation while inhibiting the acute infection. Shankaran P, Vlkova L, Liskova J, Melkova Z.Antiviral Res. 2011 Dec;92(3):434-46. doi: 10.1016/j.antiviral.2011.09.011. Epub 2011 Oct 5. PMID: 22001321 Free Article</br>9:Heme arginate therapy enhanced adiponectin and atrial natriuretic peptide, but abated endothelin-1 with attenuation of kidney histopathological lesions in mineralocorticoid-induced hypertension. Ndisang JF, Jadhav A.J Pharmacol Exp Ther. 2010 Jul;334(1):87-98. doi: 10.1124/jpet.109.164871. Epub 2010 Apr 14. PMID: 20392817 Free Article</br>10:Heme-arginate suppresses phospholipase C and oxidative stress in the mesenteric arterioles of mineralcorticoid-induced hypertensive rats. Ndisang JF, Jadhav A.Hypertens Res. 2010 Apr;33(4):338-47. doi: 10.1038/hr.2010.1. Epub 2010 Mar 5. PMID: 20203687

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