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. 2000 Mar 1;346(Pt 2):249–250.

On the preparation of beta-haematin.

G Blauer 1, M Akkawi 1
PMCID: PMC1220847  PMID: 10677340

Abstract

Synthetic beta-haematin is considered to be identical, or at least very similar to, purified malaria pigment. Methods for its preparation use ferriprotoporphyrin IX at acid pH in the presence of acetic acid at different concentrations and degrees of ionization, elevated temperatures and long reaction times. Here we show that certain widely used reaction conditions, involving very high concentrations of acetic acid/acetate mixtures, do not produce substantial amounts of polymeric beta-haematin on immediate isolation of the reaction products, but only during prolonged drying of the products at 37 degrees C after washing with water. Alternative, more convenient methods of preparation of pure beta-haematin are suggested.

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Selected References

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  1. Basilico N., Pagani E., Monti D., Olliaro P., Taramelli D. A microtitre-based method for measuring the haem polymerization inhibitory activity (HPIA) of antimalarial drugs. J Antimicrob Chemother. 1998 Jul;42(1):55–60. doi: 10.1093/jac/42.1.55. [DOI] [PubMed] [Google Scholar]
  2. Berger B. J., Bendrat K., Cerami A. High-performance liquid chromatographic analysis of biological and chemical heme polymerization. Anal Biochem. 1995 Oct 10;231(1):151–156. doi: 10.1006/abio.1995.1514. [DOI] [PubMed] [Google Scholar]
  3. Blauer G., Akkawi M. Investigations of B- and beta-hematin. J Inorg Biochem. 1997 May 1;66(2):145–152. doi: 10.1016/s0162-0134(96)00200-0. [DOI] [PubMed] [Google Scholar]
  4. Blauer G. Optical properties of complexes of antimalarial drugs with ferriprotoporphyrin IX in aqueous medium. II. The system ferriprotoporphyrin IX-quinidine. Arch Biochem Biophys. 1986 Nov 15;251(1):315–322. doi: 10.1016/0003-9861(86)90079-2. [DOI] [PubMed] [Google Scholar]
  5. Bohle D. S., Helms J. B. Synthesis of beta-hematin by dehydrohalogenation of hemin. Biochem Biophys Res Commun. 1993 Jun 15;193(2):504–508. doi: 10.1006/bbrc.1993.1652. [DOI] [PubMed] [Google Scholar]
  6. Chou A. C., Chevli R., Fitch C. D. Ferriprotoporphyrin IX fulfills the criteria for identification as the chloroquine receptor of malaria parasites. Biochemistry. 1980 Apr 15;19(8):1543–1549. doi: 10.1021/bi00549a600. [DOI] [PubMed] [Google Scholar]
  7. Dorn A., Stoffel R., Matile H., Bubendorf A., Ridley R. G. Malarial haemozoin/beta-haematin supports haem polymerization in the absence of protein. Nature. 1995 Mar 16;374(6519):269–271. doi: 10.1038/374269a0. [DOI] [PubMed] [Google Scholar]
  8. Dorn A., Vippagunta S. R., Matile H., Bubendorf A., Vennerstrom J. L., Ridley R. G. A comparison and analysis of several ways to promote haematin (haem) polymerisation and an assessment of its initiation in vitro. Biochem Pharmacol. 1998 Mar 15;55(6):737–747. doi: 10.1016/s0006-2952(97)00509-1. [DOI] [PubMed] [Google Scholar]
  9. Egan T. J., Hempelmann E., Mavuso W. W. Characterisation of synthetic beta-haematin and effects of the antimalarial drugs quinidine, halofantrine, desbutylhalofantrine and mefloquine on its formation. J Inorg Biochem. 1999 Jan-Feb;73(1-2):101–107. doi: 10.1016/S0162-0134(98)10095-8. [DOI] [PubMed] [Google Scholar]
  10. Egan T. J., Ross D. C., Adams P. A. Quinoline anti-malarial drugs inhibit spontaneous formation of beta-haematin (malaria pigment). FEBS Lett. 1994 Sep 19;352(1):54–57. doi: 10.1016/0014-5793(94)00921-x. [DOI] [PubMed] [Google Scholar]
  11. Fitch C. D., Chevli R., Banyal H. S., Phillips G., Pfaller M. A., Krogstad D. J. Lysis of Plasmodium falciparum by ferriprotoporphyrin IX and a chloroquine-ferriprotoporphyrin IX complex. Antimicrob Agents Chemother. 1982 May;21(5):819–822. doi: 10.1128/aac.21.5.819. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. Fitch C. D., Kanjananggulpan P. The state of ferriprotoporphyrin IX in malaria pigment. J Biol Chem. 1987 Nov 15;262(32):15552–15555. [PubMed] [Google Scholar]
  13. Pandey A. V., Tekwani B. L. Formation of haemozoin/beta-haematin under physiological conditions is not spontaneous. FEBS Lett. 1996 Sep 16;393(2-3):189–193. doi: 10.1016/0014-5793(96)00881-2. [DOI] [PubMed] [Google Scholar]
  14. Slater A. F., Swiggard W. J., Orton B. R., Flitter W. D., Goldberg D. E., Cerami A., Henderson G. B. An iron-carboxylate bond links the heme units of malaria pigment. Proc Natl Acad Sci U S A. 1991 Jan 15;88(2):325–329. doi: 10.1073/pnas.88.2.325. [DOI] [PMC free article] [PubMed] [Google Scholar]

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