Abstract
Ergothioneine (5) and ovothiol (8) are two novel thiol-containing natural products. Their C-S bonds are formed by oxidative coupling reactions catalyzed by EgtB and OvoA enzymes, respectively. In this work, it was discovered that in addition to catalyzing the oxidative coupling between histidine and cysteine (1 → 6 conversion), OvoA can also catalyze a direct oxidative coupling between hercynine (2) and cysteine (2 → 4 conversion), which can shorten the ergothioneine biosynthetic pathway by two steps.
Publication types
-
Research Support, N.I.H., Extramural
-
Research Support, U.S. Gov't, Non-P.H.S.
MeSH terms
-
Betaine / analogs & derivatives
-
Betaine / chemistry
-
Carbon-Sulfur Ligases / metabolism*
-
Catalysis
-
Cysteine / chemistry
-
Ergothioneine / biosynthesis*
-
Ergothioneine / chemistry
-
Ergothioneine / metabolism
-
Histidine / analogs & derivatives
-
Histidine / biosynthesis
-
Histidine / chemistry
-
Histidine / metabolism
-
Methylhistidines / chemical synthesis*
-
Methylhistidines / chemistry
-
Methylhistidines / metabolism
-
Molecular Structure
-
Oxidation-Reduction
-
Stereoisomerism
-
Sulfhydryl Compounds / chemistry
Substances
-
Methylhistidines
-
Sulfhydryl Compounds
-
ovothiol C
-
Betaine
-
Histidine
-
Ergothioneine
-
Carbon-Sulfur Ligases
-
Cysteine
-
hercynine