1115-93-1Relevant articles and documents
S-carboxymethylcysteine synthase from Escherichia coli
Kumagai,Suzuki,Shigematsu,Tochikura
, p. 2481 - 2487 (1989)
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Role of allyl group in the hydroxyl and peroxyl radical scavenging activity of S-allylcysteine
Maldonado, Perla D.,Alvarez-Idaboy, J. Raúl,Aguilar-González, Adriana,Lira-Rocha, Alfonso,Jung-Cook, Helgi,Medina-Campos, Omar Noel,Pedraza-Chaverrí, José,Galano, Annia
, p. 13408 - 13417 (2011)
S-Allylcysteine (SAC) is the most abundant compound in aged garlic extracts, and its antioxidant properties have been demonstrated. It is known that SAC is able to scavenge different reactive species including hydroxyl radical (?OH), although its potential ability to scavenge peroxyl radical (ROO?) has not been explored. In this work the ability of SAC to scavenge ROO? was evaluated, as well as the role of the allyl group (-S-CH2-CH=CH2) in its free radical scavenging activity. Two derived compounds of SAC were prepared: S-benzylcysteine (SBC) and S-propylcysteine (SPC). Their abilities to scavenge ?OH and ROO? were measured. A computational analysis was performed to elucidate the mechanism by which these compounds scavenge ?OH and ROO?. SAC was able to scavenge ?OH and ROO?, in a concentration-dependent way. Such activity was significantly ameliorated when the allyl group was replaced by benzyl or propyl groups. It was shown for the first time that SAC is able to scavenge ROO?.
Determination of S-methyl-, S-propyl-, and S-propenyl-L-cysteine sulfoxides by gas chromatography-mass spectrometry after tert-butyldimethylsilylation.
Tsuge, Kouichiro,Kataoka, Mieko,Seto, Yasuo
, p. 4445 - 4451 (2002)
A gas chromatographic-mass spectrometric method for the determination of S-methyl-L-cysteine sulfoxide (1), S-propyl-L-cysteine sulfoxide (2), and S-propenyl-L-cysteine sulfoxide (3), specific marker compounds in the genus Allium, is described. The target amino acids were converted to the tert-butyldimethylsilyl derivatives. The products were silylated on the amino and carboxyl groups and on an additional oxygen atom and were separated on a nonpolar capillary column. That incorporation of three tert-butyldimethylsilyl groups had occurred was verified by mass spectrometry, which gave an m/z 302 fragment as base peak (amino acid side chain eliminated ion) and m/z 436 (1), 464 (2), or 462 (3) as major peaks (tert-butyl function eliminated ion), by electron impact ionization. The detection limits for 1 and 2 under selected ion monitoring at m/z 436 (1) and m/z 464 (2), respectively, were determined to be 0.3 and 1.8 ng per injection. To clean up the analytes from the solvent extract of onion, as a representative food material, onion, the sample solution was subjected to combined solid phase extraction. The eluate from a Sep-Pak C(18) cartridge was applied to a Bond Elut SCX cartridge (H(+) form), followed by washing with 0.1 M hydrochloric acid and elution with 0.5 M ammonia. From a simulated matrix solution containing 5% sucrose, 1 and 2 were extracted quantitatively, and the detection yield was approximately 75%. The contents of 1, 2, and 3 in commercial onion were estimated to be 0.3, 3.1, and 3.0 mg, respectively, per gram of fresh weight.
Unnatural amino acid synthesis by thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1
Nakamura, Takashi,Kunimoto, Kohei,Yuki, Toru,Ishikawa, Kazuhiko
supporting information, p. 1789 - 1792 (2017/11/23)
O-Acetyl-L-serine sulfhydrylase (OASS) from plants and bacteria synthesizes cysteine and unnatural amino acids that are important building blocks for active pharmaceuticals and agrochemicals. A thermostable O-phospho-L-serine sulfhydrylase from hyperthermophilic archaeon Aeropyrum pernix K1 (OPSSAp) exhibits a function similar to OASS. In the present study, we examined the synthesis of various unnatural amino acids using OPSSAp and demonstrated OPSSAp could efficiently synthesize various sulfur-containing amino acids. OPSSAp would be useful for industrial production of biologically important unnatural amino acids.
Transition metal complexes of S-Propyl-L-cysteine
Nazir, Shahbaz,Anwar, Jamil,Munawar, Munawar Ali,Best, Stephen Peter,Cheah, Michael,Nasir, Waqar,Bhatti, Amjad Ayub,Wichta, Peter
, p. 415 - 423 (2016/08/31)
Four transition metal complexes of the type M(L)2 (M= Co, Ni, Cu, Zn and L= S-Propyl-L-cysteine) were synthesized and characterized by elemental analysis, spectral studies, thermo-gravimetric analysis, magnetic moment measurement and EPR. The complexes are proposed to have octahedral geometry around the metal atoms due to nitrogen and oxygen atoms. The ligand acts as a bridging ligand between two adjacent metal atoms leading to the formation of polymeric complexes. The carboxylate group in the ligand acts as bridging moiety between the two metal atoms. The polymeric nature of these complexes is also confirmed by the fact that they are insoluble in ordinary solvents. XAFS was used as confirmatory technique and it also shows octahedral environment around the central metal atom due to nitrogen and oxygen and clearly rejects the involvement of sulphur in the coordination sphere. EPR and XAFS show Jahn-Teller distortion around copper in the complex.
