New Structural Model of Malaria Pigment

Ratchadaporn Puntharod; Bayden R Wood; Evan G Robertson; Kenneth J Haller

New Structural Model of Malaria Pigment

Ratchadaporn Puntharod, Bayden R Wood, Evan G Robertson, Kenneth J Haller

School of Chemistry

Research output: Contribution to conference › Poster

Abstract

The crystal structure of five-coordinate high-spin iron(III) Fe(OEP)picrate has been studied as a model system for malaria pigment due to intense interest the molecular structure of malaria pigment (hemozoin) which is indistinguishable with β-hematin. To examine the conformation of porphyrin plane and ethyl groups substituted in beta-pyrrole positions with a picrate as axial ligand was studied by single crystal X-ray crystallography and resonance Raman spectroscopy. The macrocyclic porphyrin structure is the out-of-plane normal deformations of the saddle-shaped. The axial ligand orientation is the role in controlling the unequal distance of Fe−N bond (2.040(2), 2.028(2), 2.055(2), and 2.053(2) Å). The distance of axial Fe−O bond is 1.93(2) Å. The Fe(OEP)picrate molecules interact in pairs via π−π stacking interaction and nitro-nitro interaction. Fe(OEP)picrate exhibits the enhancement of totally symmetric oxidation state marker band, ν4 at 1370 cm−1 for ν(pyr half ring) when using near-IR excitation laser and the characteristic bands of beta substituted hemes in the ranges of 1621−1639 for ν(CαCm)asym and 750−756 cm−1 for ν(pyr breathing) similar with β-hematin.

Crystal data for Fe(OEP)picrate: C42H46FeN7O7, monoclinic space group C2/c, a =26.3997(20), b = 13.7806(18), c = 25.4126(20) Å, β = 119.955(9)°, V = 8010.2(14) Å3, Z = 8 at 298 K.

Original language	English
Number of pages	1
Publication status	Published - 2009

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Cite this

@conference{7b08bcfb25a64b289098137feaee44e5,

title = "New Structural Model of Malaria Pigment",

abstract = "The crystal structure of five-coordinate high-spin iron(III) Fe(OEP)picrate has been studied as a model system for malaria pigment due to intense interest the molecular structure of malaria pigment (hemozoin) which is indistinguishable with β-hematin. To examine the conformation of porphyrin plane and ethyl groups substituted in beta-pyrrole positions with a picrate as axial ligand was studied by single crystal X-ray crystallography and resonance Raman spectroscopy. The macrocyclic porphyrin structure is the out-of-plane normal deformations of the saddle-shaped. The axial ligand orientation is the role in controlling the unequal distance of Fe−N bond (2.040(2), 2.028(2), 2.055(2), and 2.053(2) {\AA}). The distance of axial Fe−O bond is 1.93(2) {\AA}. The Fe(OEP)picrate molecules interact in pairs via π−π stacking interaction and nitro-nitro interaction. Fe(OEP)picrate exhibits the enhancement of totally symmetric oxidation state marker band, ν4 at 1370 cm−1 for ν(pyr half ring) when using near-IR excitation laser and the characteristic bands of beta substituted hemes in the ranges of 1621−1639 for ν(CαCm)asym and 750−756 cm−1 for ν(pyr breathing) similar with β-hematin.Crystal data for Fe(OEP)picrate: C42H46FeN7O7, monoclinic space group C2/c, a =26.3997(20), b = 13.7806(18), c = 25.4126(20) {\AA}, β = 119.955(9)°, V = 8010.2(14) {\AA}3, Z = 8 at 298 K.",

author = "Ratchadaporn Puntharod and Wood, {Bayden R} and Robertson, {Evan G} and Haller, {Kenneth J}",

year = "2009",

language = "English",

}

TY - CONF

T1 - New Structural Model of Malaria Pigment

AU - Puntharod, Ratchadaporn

AU - Wood, Bayden R

AU - Robertson, Evan G

AU - Haller, Kenneth J

PY - 2009

Y1 - 2009

N2 - The crystal structure of five-coordinate high-spin iron(III) Fe(OEP)picrate has been studied as a model system for malaria pigment due to intense interest the molecular structure of malaria pigment (hemozoin) which is indistinguishable with β-hematin. To examine the conformation of porphyrin plane and ethyl groups substituted in beta-pyrrole positions with a picrate as axial ligand was studied by single crystal X-ray crystallography and resonance Raman spectroscopy. The macrocyclic porphyrin structure is the out-of-plane normal deformations of the saddle-shaped. The axial ligand orientation is the role in controlling the unequal distance of Fe−N bond (2.040(2), 2.028(2), 2.055(2), and 2.053(2) Å). The distance of axial Fe−O bond is 1.93(2) Å. The Fe(OEP)picrate molecules interact in pairs via π−π stacking interaction and nitro-nitro interaction. Fe(OEP)picrate exhibits the enhancement of totally symmetric oxidation state marker band, ν4 at 1370 cm−1 for ν(pyr half ring) when using near-IR excitation laser and the characteristic bands of beta substituted hemes in the ranges of 1621−1639 for ν(CαCm)asym and 750−756 cm−1 for ν(pyr breathing) similar with β-hematin.Crystal data for Fe(OEP)picrate: C42H46FeN7O7, monoclinic space group C2/c, a =26.3997(20), b = 13.7806(18), c = 25.4126(20) Å, β = 119.955(9)°, V = 8010.2(14) Å3, Z = 8 at 298 K.

AB - The crystal structure of five-coordinate high-spin iron(III) Fe(OEP)picrate has been studied as a model system for malaria pigment due to intense interest the molecular structure of malaria pigment (hemozoin) which is indistinguishable with β-hematin. To examine the conformation of porphyrin plane and ethyl groups substituted in beta-pyrrole positions with a picrate as axial ligand was studied by single crystal X-ray crystallography and resonance Raman spectroscopy. The macrocyclic porphyrin structure is the out-of-plane normal deformations of the saddle-shaped. The axial ligand orientation is the role in controlling the unequal distance of Fe−N bond (2.040(2), 2.028(2), 2.055(2), and 2.053(2) Å). The distance of axial Fe−O bond is 1.93(2) Å. The Fe(OEP)picrate molecules interact in pairs via π−π stacking interaction and nitro-nitro interaction. Fe(OEP)picrate exhibits the enhancement of totally symmetric oxidation state marker band, ν4 at 1370 cm−1 for ν(pyr half ring) when using near-IR excitation laser and the characteristic bands of beta substituted hemes in the ranges of 1621−1639 for ν(CαCm)asym and 750−756 cm−1 for ν(pyr breathing) similar with β-hematin.Crystal data for Fe(OEP)picrate: C42H46FeN7O7, monoclinic space group C2/c, a =26.3997(20), b = 13.7806(18), c = 25.4126(20) Å, β = 119.955(9)°, V = 8010.2(14) Å3, Z = 8 at 298 K.

M3 - Poster

ER -