Raman and infrared studies of complexes of mercury(II) with cysteine, cysteine methyl ester and methionine

Sze, Yu-Keung; Davis, A. R.; Neville, George A.

doi:10.1021/ic50150a045

Cited by 51 publications

(48 citation statements)

References 68 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…These values are lower than those in free ligand (1690 and 1484 cm −1 ) showing its involvement in hydrogen bonding. Similar peaks have been observed for mercury complexes with L-cysteine (1606 and 1487 cm −1 ) and for L-cysteine methyl ester (1582 and 1495 cm −1 ) [17]. A sharp band around 1700 cm −1 was observed for C=O stretch of thiolates except in Aet complexes.…”

Section: Resultssupporting

confidence: 81%

“…The biological chemistry of mercury is dominated by coordination to cysteine thiolate groups in agreement with the preference of this metal ion for the soft sulfur ligands and a great deal of research has been conducted to understand how the amino acid interacts with metals [11][12][13][14][15]. Several types of cysteine derivatives (e.g., pencillamine and N -actylcysteine) form soluble complexes and have been suggested as possible detoxification agents [16][17][18][19]. Although mercury(II) being a soft Lewis acid forms quit stable complexes with thiol groups [20][21][22][23], many thiolates remain labile and undergo ligand exchange, which is more pronounced in low (two and three)-coordinate compounds [24,25].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis, spectroscopic characterization and antimicrobial studies of mercury(II) complexes of thiolates

et al. 2009

View full text Add to dashboard Cite

Abstract. Mercury(II) complexes of thiolates having the general formula [Hg(RS)Cl 2 ]− and [Hg(RS) 2 ] have been prepared and characterized by IR and NMR ( 1 H and 13 C) spectroscopy (RSH = 2-aminoethanethiol hydrochloride (Aet), cysteine (Cys), thiosalicylic acid (Ts) and 2-mercaptonicotinic acid (Mnt)). The spectral data suggests that the coordination of thiolates to mercury(II) occurs through the sulfur as indicated by the absence of S-H vibrations in IR and significant downfield shifts in the C-S resonance in 13 C NMR. However, in Mnt complexes, coordination through both sulfur and nitrogen is indicated. Antimicrobial activities of the complexes were evaluated by minimum inhibitory concentration and the results showed that the complexes exhibited a wide range of activities against gram-negative bacteria (E. coli, P. aeruginosa), while moderate activity was observed against a mold, P. citrinum.

show abstract

Section: Resultssupporting

confidence: 81%

Section: Introductionmentioning

confidence: 99%

Synthesis, spectroscopic characterization and antimicrobial studies of mercury(II) complexes of thiolates

et al. 2009

View full text Add to dashboard Cite

show abstract

“…For copper, N-acetylcysteine amide (NACA), penicillamine, and tetrathiomolybdate have been used to treat Wilson's disease [107]. Sulfur and selenium antioxidant complexes with copper and iron have also been reported and are discussed in detail later in this review [108][109][110][111][112].…”

Section: Metal-mediated Generation Of Reactive Oxygen Speciesmentioning

confidence: 99%

Antioxidant Activity of Sulfur and Selenium: A Review of Reactive Oxygen Species Scavenging, Glutathione Peroxidase, and Metal-Binding Antioxidant Mechanisms

Battin

Brumaghim

2009

Cell Biochem Biophys

414

236

View full text Add to dashboard Cite

It is well known that oxidation caused by reactive oxygen species (ROS) is a major cause of cellular damage and death and has been implicated in cancer, neurodegenerative, and cardiovascular diseases. Small-molecule antioxidants containing sulfur and selenium can ameliorate oxidative damage, and cells employ multiple antioxidant mechanisms to prevent this cellular damage. However, current research has focused mainly on clinical, epidemiological, and in vivo studies with little emphasis on the antioxidant mechanisms responsible for observed sulfur and selenium antioxidant activities. In addition, the antioxidant properties of sulfur compounds are commonly compared to selenium antioxidant properties; however, sulfur and selenium antioxidant activities can be quite distinct, with each utilizing different antioxidant mechanisms to prevent oxidative cellular damage. In the present review, we discuss the antioxidant activities of sulfur and selenium compounds, focusing on several antioxidant mechanisms, including ROS scavenging, glutathione peroxidase, and metal-binding antioxidant mechanisms. Findings of several recent clinical, epidemiological, and in vivo studies highlight the need for future studies that specifically focus on the chemical mechanisms of sulfur and selenium antioxidant behavior.

show abstract

“…Mercury (II) has an extremely high affinity for small or medium mass thiol-containing compounds like cysteine (Jalilehvand et al 2006), N-acetyl-cysteine (Zimet 1988), methionine (Sze et al 1974), glutathione (Mah and Jalilehvand 2008), lipoic amide (Lesckova 1979) and coenzymeA (Sharma 1987). Some of these studies have suggested a protective effect of thiol compounds against the mercury toxicity.…”

Section: Introductionmentioning

confidence: 99%

Interaction of inorganic mercury with CoA-SH and acyl-CoAs

Gradinaru¹,

Ionas²,

Pui³

et al. 2011

Biometals

View full text Add to dashboard Cite

Sulfur containing biomolecules are involved in complexes with mercury. CoA is an important cofactor for many enzymes involved in metabolic processes. Fatty acyl-CoA-thioesters, substrates of mitochondrial ß-oxidation, are sulfur containing compounds and potential mercury ligands. The CoA-Hg(2+) complex can be easily assessed by UV-Vis spectroscopy or indirectly by antibacterial tests that reconfirmed the protective role of CoA on E. coli. The characteristics of these complexes were determined by means of FTIR spectroscopy. The reverse phase liquid chromatography combined with electrospray ionization tandem mass spectrometry was used for detection of the side-product that resulted through the cleavage of thioesters in the presence of mercury. An unexpected result was the detection of octathioic acid as a product. Our study shows that mitochondrial β-oxidation can be affected by thioesters depletion assisted by Hg(2+). The GC-MS technique could be used to detect some possible mitochondrial injuries due to the heavy metal ions.

show abstract

Raman and infrared studies of complexes of mercury(II) with cysteine, cysteine methyl ester and methionine

Cited by 51 publications

References 68 publications

Synthesis, spectroscopic characterization and antimicrobial studies of mercury(II) complexes of thiolates

Synthesis, spectroscopic characterization and antimicrobial studies of mercury(II) complexes of thiolates

Antioxidant Activity of Sulfur and Selenium: A Review of Reactive Oxygen Species Scavenging, Glutathione Peroxidase, and Metal-Binding Antioxidant Mechanisms

Interaction of inorganic mercury with CoA-SH and acyl-CoAs

Contact Info

Product

Resources

About