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Entry
EC 1.14.14.15               Enzyme                                 

Name
(3S)-3-amino-3-(3-chloro-4-hydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2] monooxygenase;
SgcC
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
(3S)-3-amino-3-(3-chloro-4-hydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2],FADH2:oxygen oxidoreductase (5-hydroxylating)
Reaction(IUBMB)
(3S)-3-amino-3-(3-chloro-4-hydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2] + FADH2 + O2 = (3S)-3-amino-3-(3-chloro-4,5-dihydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2] + FAD + H2O
Reaction(KEGG)
(other) R10731
Show
Substrate
(3S)-3-amino-3-(3-chloro-4-hydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2];
FADH2 [CPD:C01352];
O2 [CPD:C00007]
Product
(3S)-3-amino-3-(3-chloro-4,5-dihydroxyphenyl)propanoyl-[peptidyl-carrier protein SgcC2];
FAD [CPD:C00016];
H2O [CPD:C00001]
Comment
The enzyme from the bacterium Streptomyces globisporus is involved in the biosynthesis of the (S)-3-chloro-5-hydroxy-beta-tyrosine moiety prior to incorporation into the chromoprotein antitumor antibiotic C-1027.
History
EC 1.14.14.15 created 2014
Pathway
ec01059  Biosynthesis of enediyne antibiotics
ec01100  Metabolic pathways
ec01130  Biosynthesis of antibiotics
Orthology
K21184  two-component FAD-dependent monooxygenase
Genes
SGB: WQO_33855
STRM: M444_37920
SRO: Sros_6973
AJA: AJAP_16305(nphA1)
SESP: BN6_39070
KPHY: AOZ06_26420 AOZ06_30980
ACTI: UA75_18095
ACAD: UA74_17570
STP: Strop_2713
SAQ: Sare_2098
Taxonomy
Reference
1  [PMID:18426211]
  Authors
Lin S, Van Lanen SG, Shen B
  Title
Characterization of the two-component, FAD-dependent monooxygenase SgcC that requires carrier protein-tethered substrates for the biosynthesis of the enediyne antitumor antibiotic C-1027.
  Journal
J Am Chem Soc 130:6616-23 (2008)
DOI:10.1021/ja710601d
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.15
IUBMB Enzyme Nomenclature: 1.14.14.15
ExPASy - ENZYME nomenclature database: 1.14.14.15
BRENDA, the Enzyme Database: 1.14.14.15

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