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The two reactions compared are done so using a Tanimoto similarity score (for more information, please see the MACiE FAQ) for the bond changes only. The score maay range from 0 to 1 where 1 indicates that the two reactions are identical at the bond change level and 0 indicates that there are no bond changes in common.


Key

1.0-0.9 0.9-0.8 0.8-0.7 0.7-0.6 0.6-0.5 0.5-0.4 0.4-0.3 0.3-0.2 0.2-0.1 0.1-0.0 =0

Results for Comparison of M0310 and M0199

These two reactions have a combined similarity of 0.28


M0310

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Comparison

M0199

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EC 6.1.2.1
D-alanine-(R)-lactate ligase
Sub-Class EC 6.3.2.3
glutathione synthase

Image of D-alanine

Image of ATP

Image of R-lactate

right arrow

Image of D-alanyl-(R)-lactate

Image of phosphate

Image of ADP

D-alanine
C00133
CHEBI:57416
ATP
C00002
CHEBI:30616
R-lactate
C00256
CHEBI:16004
D-alanyl-(R)-lactate
X00135
phosphate
C00009
CHEBI:18367
ADP
C00008
CHEBI:456216
0.14

Image of ATP

Image of gamma-L-glutamyl-L-cysteine

Image of glycine

right arrow

Image of phosphate

Image of ADP

Image of glutathione

ATP
C00002
CHEBI:30616
gamma-L-glutamyl-L-cysteine
C00669
CHEBI:17515
glycine
C00037
CHEBI:32508
phosphate
C00009
CHEBI:18367
ADP
C00008
CHEBI:456216
glutathione
C00051
CHEBI:16856

Catalytic CATH Codes

3.30.470.20
3.40.50.20

Catalytic CATH Codes

3.30.470.20
3.30.1490.20

Active Site



0.225

Active Site



Catalytic Residues

Type Number Chain Location of Function
His 99 A Side Chain
Val 19 A Side Chain
Gln 311 A Main Chain Amide
Arg 290 A Side Chain
Tyr 315 A Side Chain
Lys 22 A Side Chain
Glu 250 A Side Chain
His 244 A Side Chain
0.25

Catalytic Residues

Type Number Chain Location of Function
Lys 160 A Side Chain
Arg 210 A Side Chain
Arg 225 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG 360 A
magnesium MG 365 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 319 x
magnesium MG 320 x

Reaction occurs across 3 steps

0.3333

Reaction occurs across 3 steps

Step 1
GIF of Reaction Step M0310.stg01

The D-lactate substrate attacks the terminal phosphate of ATP in a concerted mechanism to form ADP and phosphorylated D-lactate.
1 Step 1
GIF of Reaction Step M0199.stg01

The carboxylate group of gamma-L-glutamyl-L-cysteine acts as a nucleophile and attacks the alpha-phoposphate of ATP in a substitution reaction, liberating ADP. The two Mg(II) ions, Lys160, Arg210 and Arg225 all stabilise the intermediates formed.
Step 2
GIF of Reaction Step M0310.stg02

D-alanine attacks the alpha phosphate of the D-lactate phosphate adduct, forming a tetrahedral intermediate.
0 Step 2
GIF of Reaction Step M0199.stg02

The amine group of L-glycine acts as a nucleophile and attacks the carbonyl group of the phosphorylated substrate in an addition reaction. The two Mg(II) ions, Lys160, Arg210 and Arg225 all stabilise the intermediates formed.
Step 3
GIF of Reaction Step M0310.stg03

The tetrahedral intermediate collapses, eliminating inorganic phosphate and forming the D-alanyl-D-lactate adduct.
0.25 Step 3
GIF of Reaction Step M0199.stg03

The oxyanion formed re-forms the carbonyl group, cleaving the P-O bond in a conjugate base elimination reaction. The leaving phosphate group deprotonates the newly formed secondary amine. The two Mg(II) ions, Lys160, Arg210 and Arg225 all stabilise the intermediates formed.

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