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6.1.2.1: D-alanine-(R)-lactate ligase

This is an abbreviated version!
For detailed information about D-alanine-(R)-lactate ligase, go to the full flat file.

Word Map on EC 6.1.2.1

Reaction

D-alanine
+
(R)-lactate
+
ATP
=
D-alanyl-(R)-lactate
+
ADP
+
phosphate

Synonyms

D-Ala-D-Lac ligase, D-Ala:D-Lac ligase, D-alanine-D-lactate ligase, D-alanine:D-alanine (D-lactate) ligase (ADP), D-alanine:D-lactate ligase, D-alanyl-D-lactate ligase, depsipeptide ligase, VanA, VanB, VanD, VanD4, VanI, VRSA-9 Ddl

ECTree

     6 Ligases
         6.1 Forming carbon-oxygen bonds
             6.1.2 acid-alcohol ligases (ester synthases)
                6.1.2.1 D-alanine-(R)-lactate ligase

Natural Substrates Products

Natural Substrates Products on EC 6.1.2.1 - D-alanine-(R)-lactate ligase

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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
D-alanine + (R)-lactate + ATP
D-alanyl-(R)-lactate + ADP + phosphate
show the reaction diagram
additional information
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D-alanine:D-alanine (D-lactate) ligase (ADP) from Leuconostoc mesenteroides synthesizes the depsipeptide, D-alanyl-D-lactate, in addition to D-alanyl-D-alanine, when D-alanine and D-lactate are incubated simultaneously. Structure of bound D-alanine and D-lactate at the active subsites and substrate orientations, overview. With D-lactate a bifurcated H-bond from Arg301 to the R-OH of D-lactate may account for its orientation and nucleophile activation. This orientation is observed when the guanidino side chain of this residue is flexible. D-Alanine adopts an orientation that utilizes H-bonding to water 2882 and the D-alanyl phosphate in subsite 1. Both of these orientations provide mechanisms of deprotonation and place the nucleophile within 3.2 A of the electrophilic carbonyl of the D-alanyl phosphate intermediate for formation of the transition state, molecular docking and chiral specificity of lactate and alanine dockings, detailed overview
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