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China Surfactant Detergent & Cosmetics ›› 2016, Vol. 46 ›› Issue (10): 591-595.doi: 10.13218/j.cnki.csdc.2016.10.009

• Developmen and application • Previous Articles     Next Articles

Synthesis and inhibitory effect on tyrosinase diphenolase activity of N-undecenoyl-L-phenylalanine

XU Kai,XU Hu-jun   

  1. School of Chemical &Material Engineering,Jiangnan University,Wuxi,Jiangsu 214122,China
  • Online:2016-10-22 Published:2019-04-18

Abstract: Undecylenic acid and L-phenylalanine were used as main materials to prepare N-undecenoyl-L-phenylalanine.The undecylenic acid was acyl-chlorinated with thionyl chloride via Schotten-Baumann reaction,followed by acidification;then the target product,N-undecenoyl-L-phenylalanine was obtained.The product was characterized by IR,MS and 1H NMR.Meanwhile,the mechanism for inhibitory effect on tyrosinase diphenolase activity of N-undecenoyl-L-phenylalanine was investigated.Results showed that the inhibitory effect on tyrosinase diphenolase activity of N-undecenoyl-L-phenylalanine is competitive and reversible inhibition.Its 50% effective inhibitory concentration is 3.711 g/L,and its inhibition constant (Ki) is 3.651 g/L.

Key words: additives of whitening cosmetics, N-undecenoyl-L-phenylalanine, tyrosinase inhibitor, competitive and reversible inhibition

CLC Number: 

  • TQ658