Protein Information

Name Tyrosinase
Synonyms LB24 AB; Monophenol monooxygenase; OCA1A; OCAIA; SK29 AB; TYR; TYR protein; Tumor rejection antigen AB…

Compound Information

Name sulfoxide
CAS 5-[2-(octylsulfinyl)propyl]-1,3-benzodioxole

Reference List

PubMed Abstract RScore(About this table)
18293936 Pievo R, Gullotti M, Monzani E, Casella L: Tyrosinase catalyzes asymmetric sulfoxidation. Biochemistry. 2008 Mar 18;47(11):3493-8. Epub 2008 Feb 23.

An experiment using (18) O 2 showed that 18-O incorporation into methyl phenyl sulfoxide was above 95%, confirming that the mechanism of the sulfoxidation involves oxygen transfer from oxy-tyrosinase to the sulfide.
84(1,1,1,4) Details
19672047 Shuster V, Fishman A: Isolation, cloning and characterization of a tyrosinase with improved activity in organic solvents from Bacillus megaterium. J Mol Microbiol Biotechnol. 2009;17(4):188-200. Epub 2009 Aug 6.

4(0,0,0,4) Details
18329644 Luchs A, Sumida DH, Visconti MA, Castrucci AM: Biological effects of insulin on murine melanoma cells and fish erythrophoroma cells: a comparative study. Gen Comp Endocrinol. 2008 Apr 1;156(2):218-23. Epub 2008 Feb 12.


In the two mammalian cell lines, and in DMSO-differentiated GEM-81 cells, the hormone strongly inhibited melanogenesis, by decreasing tyrosinase activity.
1(0,0,0,1) Details
19237503 Wood JM, Decker H, Hartmann H, Chavan B, Rokos H, Spencer JD, Hasse S, Thornton MJ, Shalbaf M, Paus R, Schallreuter KU: Senile hair graying: H2O2-mediated oxidative stress affects human hair color by blunting methionine sulfoxide repair. FASEB J. 2009 Jul;23(7):2065-75. Epub 2009 Feb 23.


Accordingly, Met-S=O formation of Met residues, including Met 374 in the active site of tyrosinase, the key enzyme in melanogenesis, limits enzyme functionality, as evidenced by FT-Raman spectroscopy, computer simulation, and enzyme kinetics, which leads to gradual loss of hair color.
1(0,0,0,1) Details