Ligand (S)-lactic acid

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Basic Ligand Information

Molecular Structure
Picture of (S)-lactic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H6O3
(S)-lactic acid
JVTAAEKCZFNVCJ-REOHCLBHSA-N
Synonyms:
(2S)-2-hydroxypropanoic acid, (S)-2-hydroxypropionic acid, (S)-lactate, L(+)-lactate, L-(+)-lactate, L-2-hydroxypropionate, L-lactate, L-lactic acid


Show all pahtways known for Show all BRENDA pathways known for (S)-lactic acid

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-lactate + O2 = pyruvate + H2O2
show the reaction diagram
-
L-lactate + oxidized 2,6-dichlorophenolindophenol = pyruvate + reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
(S)-lactate + oxaloacetate = malate + pyruvate
show the reaction diagram
-
(S)-lactate + O2 = acetate + CO2 + H2O
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (15 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pyruvate + NADH + H+ = L-lactate + NAD+
show the reaction diagram
-
-
pyruvate + NADH + H+ = L-lactate + NAD+
show the reaction diagram
-
pyruvate + 2 ferrocytochrome c + 2 H+ = (S)-lactate + 2 ferricytochrome c
show the reaction diagram
-
-
2,4-didehydro-3-deoxy-L-rhamnonate + H2O = pyruvate + (S)-lactate
show the reaction diagram
-
-
(R)-2-chloropropionic acid + H2O = (S)-2-hydroxypropionic acid + chloride
show the reaction diagram
-
-
(R)-2-chloropropionic acid + H2O = (S)-2-hydroxypropionic acid + chloride
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (80 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
L-lactate + NAD+ = pyruvate + NADH + H+
show the reaction diagram
-
L-lactate + NAD+ = ? + NADH
show the reaction diagram
-
L-lactate + ferricytochrome c = ?
show the reaction diagram
-
(S)-lactate + oxaloacetate = malate + pyruvate
show the reaction diagram
-
L-lactic acid + H2O + O2 = pyruvate + NH3 + H2O2
show the reaction diagram
-
(S)-lactate = (R)-lactate
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (57 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
pyruvate + 2 ferrocytochrome c + 2 H+ = (S)-lactate + 2 ferricytochrome c
show the reaction diagram
-
-
pyruvate + L-malate = (S)-lactate + oxaloacetate
show the reaction diagram
-
-
ethyl L-lactate + H2O = ethanol + L-lactate
show the reaction diagram
-
-
(S)-lactamide + H2O = (S)-lactate + NH3
show the reaction diagram
-
-
2,4-didehydro-3-deoxy-L-rhamnonate + H2O = pyruvate + (S)-lactate
show the reaction diagram
-
-
D-Lactate = L-Lactate
show the reaction diagram
-
(R)-lactate = (S)-lactate
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
shows a stimulatory effect on activity
-
L-lactic acid is more effective than D-lactic acid
-

Inhibitor in Enzyme-catalyzed Reactions (32 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
10% inhibition at 17 mM
-
weak
-
63% inhibition at 25 mM
-
weak
-
competitive with respect to pyruvate
-
54% inhibition at 11 mM
-
noncompetitive
-

3D Structure of Enzyme-Ligand-Complex (PDB) (141 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (82 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.1167
-
-
9.5
-
pH 7.4, 30°C
5.42
-
with 2,6-dichlorophenolindophenol as cosubstrate, at pH 8.0 and 30°C
0.0148
-
-
26
-
-

KM Value (196 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
100
-
pH 8.0, 30°C
4.486
-
-
1.04
-
pH 7.4, 30°C
0.51
-
pH 7.5, 30°C
1.9
-
-

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
45
-
-
0.4
-
pH 7.5, 25°C
2.5
-
in 50 mM Tris-HCl, at 25°C
276
-
pH 6.0, 25°C
26.1
-
pH 7.5, 25°C, recombinant wild-type enzyme

References & Links

Links to other databases for (S)-lactic acid

ChEBI
PubChem
ChEBI
PubChem