KEGG   ENZYME: 1.3.3.18
Entry
EC 1.3.3.18                 Enzyme                                 
Name
5-bromoskatole synthase;
SktA;
skatole synthase
Class
Oxidoreductases;
Acting on the CH-CH group of donors;
With oxygen as acceptor
Sysname
5-bromo-L-tryptophan:oxygen oxidoreductase (5-bromoskatole forming)
Reaction(IUBMB)
5-bromo-L-tryptophan + O2 = 5-bromoskatole + cyanide + CO2 + H2O2 [RN:R13634]
Reaction(KEGG)
R13634
Substrate
5-bromo-L-tryptophan [CPD:C23128];
O2 [CPD:C00007]
Product
5-bromoskatole [CPD:C23129];
cyanide [CPD:C00177];
CO2 [CPD:C00011];
H2O2 [CPD:C00027]
Comment
The enzyme, isolated from the cyanobacterium Nostoc punctiforme, requires Fe(II). It is an oxygen-dependent diiron oxidase. The C-2 hydrogen of tryptophan is transferred in the reaction to the methyl group of skatole. The enzyme also acts on L-tryptophan, forming skatole.
History
EC 1.3.3.18 created 2025
Orthology
K28725  5-bromoskatole synthase
Genes
AGE: AA314_00614
AMR: AM1_0779
KOV: K9N68_07115
LSK: J5X98_06365
GLP: Glo7428_1249
NOP: Nos7524_0514
NON: NOS3756_43580
NOE: CLI64_21160
NCW: NIES2107_04380
NOSU: JYQ62_03190
NOSZ: WKK05_31730
NOSC: L6494_24320
NAZ: Aazo_0025
CSG: Cylst_1481
HBQ: QI031_11940
CALO: Cal7507_4675
CALT: Cal6303_0465
CALS: NIES3974_46710
RIV: Riv7116_6446
MDP: NIES3275_52060
TTQ: NIES37_01130
TOI: HG267_16030
TOZ: HGR01_02745
ALAX: NIES50_18710
SCYT: SAMD_23540
SCYS: NIES4073_72900
NCN: BZZ01_19035
 » show all
Reference
1  [PMID:39939147]
  Authors
Adak S, Calderone LA, Krueger A, Pandelia ME, Moore BS.
  Title
Single-Enzyme Conversion of Tryptophan to Skatole and Cyanide Expands the Mechanistic Competence of Diiron Oxidases.
  Journal
J Am Chem Soc 147:6326-6331 (2025)
DOI:10.1021/jacs.4c14573
  Sequence
[ag:RCJ35217]
Other DBs
ExplorEnz - The Enzyme Database: 1.3.3.18
IUBMB Enzyme Nomenclature: 1.3.3.18
ExPASy - ENZYME nomenclature database: 1.3.3.18
BRENDA, the Enzyme Database: 1.3.3.18

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