1.14.19.B8: [peptidyl-carrier-protein SgcC2]-(3S)-beta-tyrosyl thioester 3-halogenase

This is an abbreviated version!
For detailed information about [peptidyl-carrier-protein SgcC2]-(3S)-beta-tyrosyl thioester 3-halogenase, go to the full flat file.

Reaction

S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine
+
FADH2
+
Cl-
+
O2
+
H+
=
S-(S3)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine
+
FAD
+ 2 H2O

Synonyms

SgcC3

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.19 With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
                1.14.19.B8 [peptidyl-carrier-protein SgcC2]-(3S)-beta-tyrosyl thioester 3-halogenase

Substrates Products

Substrates Products on EC 1.14.19.B8 - [peptidyl-carrier-protein SgcC2]-(3S)-beta-tyrosyl thioester 3-halogenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-(3R)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(3R)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
show the reaction diagram
-
-
-
-
?
S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Br- + O2
S-(3S)-3-bromo-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
show the reaction diagram
-
the enzyme can also efficiently catalyzes bromination but not fluorination or iodination
-
-
?
S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(3S)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
show the reaction diagram
-
-
-
-
?
S-(3S)-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + 2 FADH2 + 2 H+ + Cl- + O2
S-(S3)-3-chloro-beta-tyrosyl-[peptidyl-carrier-protein SgcC2]-L-cysteine + FAD + 2 H2O
show the reaction diagram
-
the enzyme 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
-
-
?
additional information
?
-
-
the enzyme does not catalyze fluorination or iodination. The enzyme can not utilize 3-hydroxy-beta-tyrosyl-S-SgcC2 as a substrate
-
-
-