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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 M0326 and M0182

These two reactions have a combined similarity of 0.33


M0326

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Comparison

M0182

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EC 2.7.1.40
pyruvate kinase
Class EC 4.1.3.30
methylisocitrate lyase

Image of ADP

Image of proton

Image of phosphonatoenolpyruvate

right arrow

Image of ATP

Image of pyruvate

ADP
C00008
CHEBI:456216
proton
C00088
CHEBI:16301
phosphonatoenolpyruvate
C00074
CHEBI:58702
ATP
C00002
CHEBI:30616
pyruvate
C00022
CHEBI:15361
0.25

Image of (2S,3R)-3-hydroxybutane-1,2,3-tricarboxylate

right arrow

Image of succinate

Image of pyruvate

(2S,3R)-3-hydroxybutane-1,2,3-tricarboxylate
C04593
CHEBI:57429
succinate
C00042
CHEBI:30031
pyruvate
C00022
CHEBI:15361

Catalytic CATH Codes

3.20.20.60
2.40.33.10

Catalytic CATH Codes

3.20.20.60

Active Site



0.19998

Active Site



Catalytic Residues

Type Number Chain Location of Function
Arg 119 A Side Chain
Arg 72 A Side Chain
Lys 269 A Side Chain
Thr 327 A Side Chain
0.2222

Catalytic Residues

Type Number Chain Location of Function
Asp 58 A Side Chain
Cys 123 A Side Chain
Arg 158 A Side Chain
Glu 188 A Side Chain
Asn 210 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
potassium K 3532 E
manganese MG 3534 E
none MG 3536 E

Metal Cofactors

Type Het group Number Chain
magnesium MG 1001 A

Reaction occurs across 3 steps

0.3928

Reaction occurs across 3 steps

Step 1
GIF of Reaction Step M0326.stg01

Phosphoryl transfer from PEP to M(II)ADP occurs by an apparent SN2 mechanism with an inversion of configuration at the phosphoryl group, to yield the enolate of pyruvate and M(II)ATP
0 Step 1
GIF of Reaction Step M0182.stg01

Asp58 deprotonates water which depotonates the alcohol group of the (2S,3R)-3-hydroxybutane-1,2,3-tricarboxylate substrate. This initiates an elimination that produces the pyruvate poduct and an intermediate.
Step 2
GIF of Reaction Step M0326.stg02

Thr237 and the Mn(II) cation increase the acidity of water through hydrogen bonding and charge stabilisation, respectively, generating a specific acid to act towards the enolate intermediate.
0.4 Step 2
GIF of Reaction Step M0182.stg02

The oxyanion of the intermediate initiates a double bond rearrangement that results in the deprotonatation of Cys123.
Step 3
GIF of Reaction Step M0326.stg03

The hydroxide is reprotonated.
0.6 Step 3
GIF of Reaction Step M0182.stg03

Cys123 deprotonates water and water deprotonates Asp58 to regenerate the active site.

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