XAFS studies of the synthetic substitutes of hemozoin

Walczak, Mateusz; Ławniczak-Jabłońska, K.; Sienkiewicz, Andrzej; Klepka, Marcin T.; Suárez, Liliana; Kosar, Aaron J.; Bellemare, Marie-Josée; Bohle, D. Scott

doi:10.1016/j.jnoncrysol.2010.05.023

Cited by 10 publications

(24 citation statements)

References 14 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[12] Both acetic and propionic acid dissolve 1 and 2 to give even more concentrated solutions, and EXAFS studies demonstrate that the dimer structure is retained until the acid is diluted with additional solvent. [13] Microcrystals of 1 form under the conditions shown in Scheme 1, and these give excellent X-ray powder diffraction data (see Figure S1 in the Supporting Information), which has allowed for characterization of the structure of mesohematin anhydride in solution (Figure 1). [14] A surprising and significant difference between the structure of 1 and hematin anhydride is the presence of a dimethylsulfoxide solvate, which is hydrogen bonded to the free propionic acid side chain.…”

mentioning

confidence: 99%

Soluble Synthetic Analogues of Malaria Pigment: Structure of Mesohematin Anhydride and its Interaction with Chloroquine in Solution

et al. 2011

View full text Add to dashboard Cite

Where the action is: Changing the vinyl groups of hematin anhydride to either ethyl or hydrogen groups results in increased solubility (see picture; Por=porphyrin). Determination of the weak binding constants of the antimalarial drug chloroquine to dimers of these hematin anhydride analogues suggests that solution‐phase heme/drug interactions alone are unlikely to be the origin of the action of the drug.

show abstract

mentioning

confidence: 99%

Soluble Synthetic Analogues of Malaria Pigment: Structure of Mesohematin Anhydride and its Interaction with Chloroquine in Solution

et al. 2011

View full text Add to dashboard Cite

show abstract

“…These dimers are linked to neighbouring dimers by hydrogen bonds between the remaining uncoordinated and protonated propionic acid groups (Figure 1). The structure demonstrates that -haematin is really a haematin anhydride and indeed this change in nomenclature has recently been proposed (Bellemare et al, 2009;Walczak et al, 2010 and2011). a b c Fig.…”

Section: Haemozoin Formation In Vivomentioning

confidence: 62%

“…It is however pertinent to the question of how the crystal assembles. (Pagola et al, 2000) and haemozoin from Rhodnius prolixus, Schistosoma mansoni (Oliveira et al, 2005) and Plasmodium falciparum (Walczak et al, 2010;Walczak et al, 2011). Using EXAFS, the authors demonstrated that the anhydrides of these two iron porphyrins have similar local order to haemozoin and that this persists in DMSO at least in the case of Fe(III)mesoporphyrin.…”

Section: Haemozoin Formation In Vivomentioning

confidence: 99%

Biomimetic Approaches to Understanding the Mechanism of Haemozoin Formation

Egan¹

2011

On Biomimetics

View full text Add to dashboard Cite

“…[3] Bellemare et al and Walczak et al furtherc onfirmed that the b-hematin structure is indeed ah ematin anhydride. [26,49,50] The structure of the naturalh emozoins obtained from S. mansoni and R. prolixus was first solved by Oliveira et al, [51] who found identical structures, unit cell dimensions, and FeÀOb ond lengths for natural and synthetic b-hematin.…”

Section: Theoretical and Computational Methodologymentioning

confidence: 99%

Unraveling the Electronic Structure, Spin States, Optical and Vibrational Spectra of Malaria Pigment

Ali

Oppeneer

2015

Chemistry A European J

View full text Add to dashboard Cite

A detailed knowledge of the electronic structure and magnetic and optical properties of hemozoin, the malaria pigment, is essential for the design of effective antimalarial drugs and malarial diagnosis. By employing state-of-the-art electronic structure calculations, we have performed an in-depth investigation of the malaria pigment. Specifically, molecular bond lengths and spin states of the two Fe(III) heme centers and their exchange interaction, the UV/Vis absorption spectrum, and the IR vibrational spectra were calculated and compared with available experimental data. Our density functional theory (DFT)-based calculations predict a singlet ground spin state that stems from an S=5/2 spin state on each of the Fe heme centers with a very weak antiferromagnetic exchange interaction between them. Our theoretical UV/Vis and IR spectra provide explanations for various spectroscopic studies of hemozoin and β-hematin (a synthetic analogue of hemozoin). A good comparison of calculated and measured properties demonstrates the convincing unveiling of the electronic structure of the malaria pigment. Based on the predicted vibrational spectra, we propose a unique spectral band from the nuclear resonance vibrational spectroscopy (NRVS) results that could be used as a key fingerprint for malarial detection.

show abstract

XAFS studies of the synthetic substitutes of hemozoin

Cited by 10 publications

References 14 publications

Soluble Synthetic Analogues of Malaria Pigment: Structure of Mesohematin Anhydride and its Interaction with Chloroquine in Solution

Soluble Synthetic Analogues of Malaria Pigment: Structure of Mesohematin Anhydride and its Interaction with Chloroquine in Solution

Biomimetic Approaches to Understanding the Mechanism of Haemozoin Formation

Unraveling the Electronic Structure, Spin States, Optical and Vibrational Spectra of Malaria Pigment

Contact Info

Product

Resources

About