Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/23182
Title: Complexation of antimony (SbV) with guanosine 5′-monophosphate and guanosine 5′-diphospho-D-mannose : formation of both mono- and bis-adducts
Authors: Chai, Y
Yan, S
Wong, ILK
Chow, LMC 
Sun, H
Keywords: Antimony
ESI-MS
Guanosine 5′-diphospho-d-mannose
Guanosine 5′-monophosphate
Leishamania
NMR
Issue Date: 2005
Source: Journal of inorganic biochemistry, 2005, v. 99, no. 12, p. 2257-2263 How to cite?
Journal: Journal of Inorganic Biochemistry 
Abstract: In spite of the extensive use of pentavalent antimony chemotherapy, the mechanism of its anti-leishmania action is still not clear. Here, we report the interactions of SbV, including the clinically used drug stibogluconate, with guanosine 5′-monophosphate (5′-GMP) and guanosine 5′-diphospho-d-mannose (5′-GDP-mannose) in aqueous solution. The deprotonated hydroxyl groups (-OH) of the ribose ring are shown to be the binding site for SbV, probably via chelation. Both mono- and bis-adducts were formed as determined by NMR, high performance liquid chromatography (HPLC) and electrospray ionization mass spectrometry (ESI-MS), and both of them are stable in the pH range of 4 to around 9.5. The formation of the mono-adduct (k1 = 1.67 × 10-3 and 3.43 × 10-3 mM-1 min-1 for Sb(5′-GMP) and Sb(5′-GDP-mannose), respectively, at 298 K) was 10-fold faster than that of the bis-adduct (k2 = 0.16 × 10-3 and 0.21 × 10-3 mM-1 min-1, for Sb(5′-GMP) 2 and Sb(5′-GDP-mannose)2, respectively), and the mono-adduct was the major species in solution with the [bis-adduct]/[mono- adduct] < 0.5. The reactions of stibogluconate with 5′-GMP and 5′-GDP-mannose were slower than that of antimonate under similar conditions.
URI: http://hdl.handle.net/10397/23182
ISSN: 0162-0134
DOI: 10.1016/j.jinorgbio.2005.08.015
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