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4.3.3.5: 4'-demethylrebeccamycin synthase

This is an abbreviated version!
For detailed information about 4'-demethylrebeccamycin synthase, go to the full flat file.

Reaction

4'-O-demethylrebeccamycin
+
H2O
=
dichloro-arcyriaflavin A
+
beta-D-glucose

Synonyms

ngt, RebG

ECTree

     4 Lyases
         4.3 Carbon-nitrogen lyases
             4.3.3 Amine-lyases
                4.3.3.5 4'-demethylrebeccamycin synthase

Substrates Products

Substrates Products on EC 4.3.3.5 - 4'-demethylrebeccamycin synthase

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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
3-bromo-indolo-[2,3-a]-carbazole + beta-D-glucose
N-(beta-D-glucosyl)-3-bromo-indolo-[2,3-a]-carbazole + H2O
show the reaction diagram
-
80.4% conversion rate
major product is N-glycosylated in position 12, minor product in position 13, ratio of products is 3:1
-
?
6-N-methylarcyriaflavin C + beta-D-glucose
13-(beta-D-glucosyl)-6-N-methylarcyriaflavin C
show the reaction diagram
carbazole + beta-D-glucose
N-(beta-D-glucosyl)-carbazole + H2O
show the reaction diagram
-
poor substrate
-
-
?
indolo-[2,3-a]-carbazole + beta-D-glucose
N-(beta-D-glucosyl)-indolo-[2,3-a]-carbazole + H2O
show the reaction diagram
-
70.3% conversion rate
-
-
?
J-109303 + beta-D-glucose
J-109384 + H2O
show the reaction diagram
rebeccamycin aglycone + beta-D-glucose
rebeccamycin + H2O
show the reaction diagram
-
-
-
-
?
staurosporine aglycone + beta-D-glucose
N-(beta-D-glucosyl)-staurosporine aglycone + H2O
show the reaction diagram
-
96.4% conversion rate
major product is N-glycosylated in position 12, minor product in position 13, ratio of products is 2:1
-
?
additional information
?
-
-
remarkable lack of RebG regioselectivity in the presence of asymmetric substrates
-
-
?