17795-08-3

Usage

InChI:InChI=1/C5H11NO3S/c1-2-10(9)3-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-,10?/m0/s1

Upstream product

• 2629-59-6 S-ethyl-L-cysteine 
• 7722-84-1 dihydrogen peroxide 
• 64-19-7 acetic acid 

Relevant academic research and scientific papers

Metal complexation induces antibiotic activity in S-ethyl-L-cysteine sulfoxide

Anti-microbial effect is produced when the ligand (L) S-ethyl-L-cysteine sulfoxide (Ethiin) makes coordination complex with metal ‘M’ (M = Cu, Co, Ni), while, ethiin did not show any antimicrobial effect. The synthesized complexes have 1:2 metal to ligand ratio (ML2). The spectro-chemical analysis revealed that the ligand coordinates with the metals through oxygens of the carboxylate and sulfoxide groups resulting in octahedral geometry around the central metal atom. Techniques like 1H NMR, thermal analysis, mass spectrometry, UV-Vis spectroscopy, XAFS, FTIR, EPR and magnetic moments were used to elucidate the structure of the ligand and the metal complexes. The expected reasons for the creation of anti-microbial effect are, either the disturbance of the ionic environment within the microbial cytoplasm when the complex enters into it or interaction of the complex with the DNA.

A step-by-step crystallization for preparing thio alkyl/alkenyl cysteine sulfoxide method

The invention discloses a method for preparing thioalkyl/alkenyl cysteine sulfoxide by fractional crystallization, belonging to the technical field of compound preparation. The method comprises the following steps: adding cysteine or cysteine salts, a sodium hydroxide solution and an R group (alkyl or alkenyl)-derived material into absolute ethanol in sequence for reaction to synthesize coarse ACSs, re-crystallizing ACSs, purifying, oxidizing to form ACSOs, and fractionally crystallizing to obtain natural dextrorotatory ACSOs, wherein the R group-derived material is replaced to synthesize different types of ACSOs in allium; enantiomers in racemes are separated by adopting the fractional crystallization method to obtain natural dextrorotatory ACSOs with optical activity. Compared with a conventional extraction method, the method has the characteristics that the yield and the purity are high, a conventional complicated extraction process is avoided, the product has the optical activity, and the physical property is close to that of natural extract; the product is used in the fields of health products, pharmaceuticals and the like, the effects of resisting bacteria and cancers, reducing blood fat and the like of ACSOs are brought into play, or the product serves as an intermediate such as an active ingredient-diallyl thiosulfinate for synthesizing allium.

Differential inhibition of human platelet aggregation by selected Allium thiosulfinates

Thiosulfinates (TSs) have been implicated as a principle source of the antiplatelet property of raw onion and garlic juice. The in vitro responses of human platelets to dosages of four TSs were measured using whole blood aggregometry and compared by regression analysis. Of the compounds evaluated, methyl methane-TS (MMTS), propyl propane-TS (PPTS), and 2-propenyl 2-propene-TS (allicin) are present in freshly cut Allium vegetables, whereas ethyl ethane-TS (EETS) has not been detected. All TSs were synthesized using a model reaction system. PPTS and allicin had the strongest antiplatelet activity at 0.4 mM, inhibiting aggregation by 90 and 89%, respectively. At the same concentration, EETS and MMTS were significantly weaker, inhibiting 74 and 26%, respectively. Combinations of TSs were not additive in their inhibition of aggregation, indicating that the antiplatelet potential of Allium extracts cannot be easily predicted by quantifying organosulfur components. EETS, PPTS, and allicin were significantly more potent platelet inhibitors than aspirin at nearly equivalent concentrations.

In vitro biogeneration of pure thiosulfinates and propanethial-S-oxide

A model reaction system was developed for generating, pure thiosulfinates and propanethial-S-oxide (PTSO) using an isolated alliinase (EC 4.4.1.4) and isolated or synthetic alk(en)yl-L-cysteine sulfoxides (ACSO). Reaction yields ranged from 30 to 60% after 3 h at 21-23°C, and organosulfur reaction products were extracted into CHCl3 to yield product preparations of controlled composition. A pure thiosulfinate or PTSO was derived from a single ACSO, and a preparation containing a mixture of four thiosulfinate species was derived from reaction mixtures employing binary ACSO substrate systems. Identities of homologous thiosulfinates and PTSO were confirmed by 1H NMR. This approach has the potential to be used as a preparative tool for yielding pure thiosulfinates and PTSO to facilitate the study of chemical and biological properties of this group of compounds or as a means to study the dynamics of organosulfur chemistry in preparations from Allium spp.