S-烯丙基半胱氨酸

S-烯丙基半胱氨酸简称SAC,是化学式HO
2
CCH(NH
2
)CH
2
SCH
2
C=CH
2
有机硫化合物氨基酸半胱氨酸S-烯丙基衍生物。与相关化合物S-烯丙硫基半胱氨酸(SAMC,HO
2
CCH(NH
2
)CH
2
SSCH
2
C=CH
2
)及γ-谷氨酰基-S-烯丙基半胱氨酸(GSAC)一样,S-烯丙基半胱氨酸存在于老中。[1]它因有潜力用作药物[2]化学预防剂英语Chemopreventive agent[3]而受到关注。

S-烯丙基半胱氨酸
IUPAC名
(R)-2-Amino-3-prop-2-enylsulfanylpropanoic acid
识别
缩写 SAC
CAS号 21593-77-1  checkY
PubChem 9793905
ChemSpider 7969672
SMILES
 
  • O=C(O)[C@@H](N)CSC\C=C
InChI
 
  • 1/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-/m0/s1
InChIKey ZFAHNWWNDFHPOH-YFKPBYRVBL
性质
化学式 C6H11NO2S
摩尔质量 161.22 g·mol−1
密度 1.191 ± 0.06 g/cm3
熔点 219—220 °C(426—428 °F;492—493 K)
相关物质
相关化学品 蒜氨酸
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考资料

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

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