(+)-S-Allylcysteine

S-Allyl-L-cysteine, one of the organosulfur compounds found in AGE, possess various biological effects including neurotrophic activity, anti-cancer activity, anti-inflammatory activity.

Solid

(1 mol) was homogeneously dispersed in 3 L of absolute ethanol, and 3.5 mol of sodium hydroxide solution (20 mol / L) was added dropwise under magnetic stirring at room temperature and stirring was continued for 10 min. 1.1 moles of allyl bromide and reacted at room temperature for 6 h to form a crude solution of deoxythioallyl cysteine sulfoxide (2-PeCS).The solution was transferred to a clean container and adjusted to pH 5.5.4 ° C for 12 h at 30 ° C to form a white deoxy 2-PeCS crystal.(2) The 2-PeCS crystal obtained in step (1) was filtered, dried at 50 ° C, and then redissolved in 10 mL of distilled water containing 1percent glacial acetic acid and heated to boiling.The solution was poured into 150 mL of boiling ethanol and recrystallized.The solution was allowed to stand at 12 ° C for 12 h and the crystals were collected by filtration and dried at 50 ° C to give about 69 g of pure 2-PeCS.During the study, 1.0 ml of a 3.0 g/l aqueous solution of 3 was treated with 10.0 mol/l HCl (1.0 ml) at 80 °C for 18 h.The mixture was immediately purified by acid cation exchange resin (Amberlite®IRP-69, Shanghai Aladdin Industrial Corporation, Shanghai, China) by using NHAliin(Manufactured by Funakoshi Co., Ltd.) and 24.2 mg of L-cysteine (Wako Pure Chemical Industries, Ltd.) were dissolved in 10 mL of water, placed in a plastic container, sealed, kept at 80 ° C. and reacted for 24 hours . After completion of the reaction, this solution was measured using LC / TOF-MS (microTOF 2-kp manufactured by Bruker-Dartonics) to find a mass of 162.0583 as [M + H] + to produce S-allyl cysteine It was confirmed that it was doing. The content of S-allyl cysteine in the aqueous solution was analyzed by HPLC, and it was 0.28 mg / ml. Furthermore, S-allyl cysteine was purified from this aqueous solution using preparative HPLC to obtain 2.1 mg of a white powder, and its purity was analyzed by HPLC, It was 98percent

A water-soluble organosulfur

Molecular Weight:161.22
XLogP3:-2.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:161.05104977
Monoisotopic Mass:161.05104977
Topological Polar Surface Area:88.6
Heavy Atom Count:10
Complexity:127
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes