Ligand shikimic acid

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Basic Ligand Information

Molecular Structure
Picture of shikimic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C7H10O5
shikimic acid
JXOHGGNKMLTUBP-HSUXUTPPSA-N
Synonyms:
(-)-shikimate, (3R,4S,5R)-3,4,5-trihydroxycyclohex-1-ene-1-carboxylic acid, shikimate

Show all pahtways known for Show all pathways known for shikimic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (63 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

In Vivo Product in Enzyme-catalyzed Reactions (53 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-dehydroshikimate + NAD(P)H + H+ = shikimate + NAD(P)+
show the reaction diagram
-
-
3-dehydroshikimate + NADPH = shikimate + NADP+
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (125 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(-)-shikimate + NAD+ = (-)-3-dehydroshikimate + NADH + H+
show the reaction diagram
-
shikimic acid + O2 = ?
show the reaction diagram
-
4-coumaroyl-CoA + shikimate = CoA + 5-O-(4-coumaroyl)shikimate
show the reaction diagram
-
ATP + shikimic acid = ADP + ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (88 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-dehydroshikimate + NADPH = shikimate + NADP+
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (49 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
competitive inhibitor with respect to L-quinate
-
1 mM, 3% residual activity
-
competitive
-

3D Structure of Enzyme-Ligand-Complex (PDB) (34 results)

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (81 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
428
-
pH 8.8, 22°C, with NADP+

KM Value (139 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.75
-
-
0.26
-
pH 6.5, 25°C, with potassium ferricyanide or a combination of phenazine methosulfate and 2,6-dichlorophenol indophenol as electron acceptor

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
4.95
-
at pH 7.5 and 25°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
3
-
pH 6.6, 37°C

References & Links

Links to other databases for shikimic acid

ChEBI
PubChem
ChEBI
PubChem