S-Allylcysteine (SAC) is an organosulfur compound that has the formula HO2CCH(NH2)CH2SCH2C=CH2. It is the S-allylated derivative of the amino acid cysteine. As such only the L-enantiomer is significant biologically. SAC constituent of aged garlic. A number of related compounds are found in garlic, including the disulfide S-"allylmercaptocysteine" (SAMC, HO2CCH(NH2)CH2SSCH2C=CH2) and γ-glutamyl-S-allylcysteine" (GSAC).[1]

Allylcysteine is of interest for its potential medicinal properties.[2] and as a chemopreventive.[3]

See also

  • Alliin, the S-oxide of allyl cysteine

References

  1. ^ Fujii, Takuto; Matsutomo, Toshiaki; Kodera, Yukihiro (2018). "Changes of S-Allylmercaptocysteine and γ-Glutamyl-S-allylmercaptocysteine Contents and Their Putative Production Mechanisms in Garlic Extract during the Aging Process". Journal of Agricultural and Food Chemistry. 66 (40): 10506–10512. doi:10.1021/acs.jafc.8b02541. PMID 30226990. S2CID 52297055.
  2. ^ Yeh YY, Liu L (2001). "Cholesterol-lowering effect of garlic extracts and organosulfur compounds: human and animal studies". Journal of Nutrition. 131 (3s): 989S–93S. doi:10.1093/jn/131.3.989S. PMID 11238803.
  3. ^ Arora, Annu; Tripathi, Chitra; Shukla, Yogeshwer (2005). "Garlic and its organosulfides as potential chemopreventive agents: a review". Current Cancer Therapy Reviews. 1 (2): 199–205. doi:10.2174/1573394054021772.

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