Ligand beta-chloro-L-alanine

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Basic Ligand Information

Molecular Structure
Picture of beta-chloro-L-alanine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C3H6ClNO2
beta-chloro-L-alanine
ASBJGPTTYPEMLP-REOHCLBHSA-N
Synonyms:
3-chloro-L-Ala, 3-chloro-L-alanine, 3-chloroalanine, beta-chloro-Ala, beta-chloro-L-Ala, beta-chloroalanine, chloroalanine, L-beta-chloroalanine, L-chloroalanine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
chloroalanine + sulfide = L-cysteine + Cl-
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (45 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
beta-chloro-L-alanine + ? = 3-chloropyruvate + ?
show the reaction diagram
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beta-chloro-L-alanine = pyruvate + NH3 + Cl-
show the reaction diagram
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beta-chloro-L-alanine + H2O = ?
show the reaction diagram
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beta-chloro-L-Ala + H2O = pyruvate + Cl- + NH4+
show the reaction diagram
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beta-chloroalanine = ?
show the reaction diagram
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beta-chloro-L-alanine = 3-chloropropenoic acid + NH3
show the reaction diagram
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beta-chloro-L-alanine + H2O = ?
show the reaction diagram
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beta-chloro-L-alanine = NH3 + pyruvate + chloride
show the reaction diagram
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beta-chloro-L-alanine + H2O = sulfide + ?
show the reaction diagram
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beta-chloro-L-Ala = ?
show the reaction diagram
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beta-chloro-L-alanine = pyruvate + NH3 + ?
show the reaction diagram
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ATP + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-D-glutamate + beta-chloro-L-alanine = ADP + phosphate + UDP-N-acetyl-alpha-D-muramoyl-L-alanyl-beta-chloro-L-alanine
show the reaction diagram
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ATP + UDP-N-acetylmuramate + beta-chloro-L-Ala = ADP + phosphate + UDP-N-acetylmuramoyl-beta-chloro-L-Ala
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (41 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
suicide substrate
-
substrate inhibition
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irreversible inhibition
-
reacts with a specific glutamic acid residue at the active center of the enzyme
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irreversible
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competitive
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inactivator binds to the same Lys residue which binds pyridoxyl 5'-phosphate
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2 mM, 68% residual activity
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BCLA, modifies BsMurI predominantly at C74, the cysteine residue responsible for deprotonation of an incoming D-Glu substrate
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Enzyme Kinetic Parameters

kcat Value (Turnover Number) (18 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
154
-
pH 7.0, 50C
2.6
-
pH 8.0, 37C, presence of 1 mM ATP, elimination reaction
27.15
-
pH 8.0, 30C
14.5
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pH and temperature not specified in the publication, addition of Brij 35 to the assay buffer

KM Value (32 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.6
-
pH 7.4, 23C, recombinant BCATm
0.063
-
-
3.01
-
pH 8.0, 30C
3.1
-
pH 7.2
0.36
-
pH and temperature not specified in the publication, addition of Brij 35 to the assay buffer
40
-
pH 7.8, 37C
0.173
-
-

Ki Value (9 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0036
-
pH 8.0

IC50 Value (2 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.15
-
pH 8.0, temperature not specified in the publication
20
-
above 20 mM, pH 8.0, temperature not specified in the publication

References & Links

Links to other databases for beta-chloro-L-alanine

ChEBI
PubChem
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PubChem