Kinetics of Mushroom Tyrosinase and Melanogenesis Inhibition byN-Acetyl-pentapeptides

Abstract

We investigated the kinetics of 4N-acetyl-pentapeptides, Ac-P1, Ac-P2, Ac-P3, and Ac-P4, regarding inhibition of mushroom tyrosinase activity. The peptides sequences of Ac-P1, Ac-P2, Ac-P3, and Ac-P4 were Ac-RSRFK, Ac-KSRFR, Ac-KSSFR, and Ac-RSRFS, respectively. The 4N-acetyl-pentapeptides were able to reduce the oxidation of l-DOPA by tyrosinase in a dose-dependent manner. Of the 4N-acetyl-pentapeptides, only Ac-P4 exhibited lag time (80 s) at a concentration of 0.5 mg/mL. The tyrosinase inhibitory effects of Ac-P4 (IC50 0.29 mg/mL) were more effective than those of Ac-P1, Ac-P2, and Ac-P3, in which IC50s were 0.75 mg/mL, 0.78 mg/mL, and 0.81 mg/mL, respectively. Kinetic analysis demonstrated that all 4N-acetyl-pentapeptides were mixed-type tyrosinase inhibitors. Furthermore, 0.1 mg/mL of Ac-P4 exhibited significant melanogenesis inhibition on B16F10 melanoma cells and was more effective than kojic acid. The melanogenesis inhibition of Ac-P4 was dose-dependent and did not induce any cytotoxicity on B16F10 melanoma cells.

Naturally occurring and synthetic peptides: Efficient tyrosinase inhibitors

“…In this study, the effect of Ac‐P4 on B16F10 cells at different concentrations was investigated. Melanogenesis inhibitory effect were found as below: 48.63% at 0.1 mg/ml, 78.18% at 0.5 mg/ml, and 94.7% at 1 mg/ml, which was 16.7‐fold stronger than kojic acid at the same concentration and it had no cytotoxicity on B16F10 cells at these concentrations 66 …”

K-Nearest Neighbor and Random Forest-Based Prediction of Putative Tyrosinase Inhibitory Peptides of Abalone Haliotis diversicolor

“…Several non-cytotoxic natural tyrosinase inhibitory peptides have been identified in the last 10 years, including proteins and peptides from milk, wheat, honey, and silk [ 6 , 7 , 8 , 9 , 10 , 11 , 12 ]. A diverse array of peptides have tyrosinase inhibitory functions such as cyclic peptides [ 13 , 14 ], N -acetyl-pentapeptides [ 15 ], mimosine-tetrapeptides [ 16 ], kojic acid-peptides [ 5 , 17 ], and dipeptides [ 10 ]. These tyrosinase inhibitory peptides (TIPs) are hypothesized to reduce the melanogenesis process by inhibiting tyrosinase activity.…”

Isolation and Identification of Tyrosinase-Inhibitory and Copper-Chelating Peptides from Hydrolyzed Rice-Bran-Derived Albumin

“…23 Some synthetic short peptides appear to show inhibitory activity against tyrosinase. 4,7,24 Some oligopeptides 25,26 and squid collagen hydrolysate 27 that showed tyrosinase-inhibitory effects have been suggested as cosmetic agents. Bioactive peptides are small protein fragments that have biological activity after they are released from proteins by hydrolytic treatment.…”