Biological and Pharmaceutical Bulletin
Online ISSN : 1347-5215
Print ISSN : 0918-6158
ISSN-L : 0918-6158
Regular Article
β-Citryl-L-glutamate Is an Endogenous Iron Chelator That Occurs Naturally in the Developing Brain
Michiko Hamada-KanazawaMakiko KoudaAkira OdaniKaori MatsuyamaKiyoka KanazawaTatsuya HasegawaMasanori NaraharaMasaharu Miyake
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2010 Volume 33 Issue 5 Pages 729-737


The compound β-citryl-L-glutamate (β-CG) was initially isolated from developing brains, while it has also been found in high concentrations in testes and eyes. However, its functional roles are unclear. To evaluate its coordination with metal ions, we performed pH titration experiments. The stability constant, logβpqr for Mp(β-CG)qHr was calculated from pH titration data, which showed that β-CG forms relatively strong complexes with Fe(III), Cu(II), Fe(II) and Zn(II). β-CG was also found able to solubilize Fe more effectively from Fe(OH)2 than from Fe(OH)3. Therefore, we examined the effects of β-CG on Fe-dependent reactive oxygen species (ROS)-generating systems, as well as the potential ROS-scavenging activities of β-CG and metal ion-(β-CG) complexes. β-CG inhibited the Fe-dependent degradation of deoxyribose and Fe-dependent damage to DNA or plasmid DNA in a dose-dependent manner, whereas it had no effect on Cu-mediated DNA damage. In addition, thermodynamic data showed that β-CG in a physiological pH solution is an Fe(II) chelator rather than an Fe(III) chelator. Taken together, these findings suggest that β-CG is an endogenous low molecular weight Fe chelator.

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© 2010 The Pharmaceutical Society of Japan
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