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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 M0269 and M0311

These two reactions have a combined similarity of 0.47


M0269

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Comparison

M0311

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EC 5.5.1.1
muconate cycloisomerase
Class EC 4.2.1.11
phosphopyruvate hydratase

Image of cis,cis-hexadienedioate (cis,cis-muconate)

Image of proton

right arrow

Image of 2,5-dihydro-5-oxofuran-2-acetate

cis,cis-hexadienedioate (cis,cis-muconate)
C02480
CHEBI:32379
proton
C00080
CHEBI:24636
2,5-dihydro-5-oxofuran-2-acetate
C04105
CHEBI:58372
0

Image of 2-phospho-D-glycerate

right arrow

Image of phosphoenolpyruvate

Image of water

2-phospho-D-glycerate
C00631
CHEBI:58289
phosphoenolpyruvate
C00074
CHEBI:58702
water
C00001
CHEBI:15377

Catalytic CATH Codes

3.20.20.120

Catalytic CATH Codes

3.20.20.120

Active Site



0.79159

Active Site



Catalytic Residues

Type Number Chain Location of Function
Lys 167 A Side Chain
Lys 169 A Side Chain
Glu 327 A Side Chain
0.8571

Catalytic Residues

Type Number Chain Location of Function
Glu 211 A Side Chain
Lys 345 A Side Chain
Glu 168 A Side Chain
Lys 396 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
manganese MN 374 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 438 A
magnesium MG 439 A

Reaction occurs across 3 steps

0.4285

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0269.stg01

The C1 carboxylate initiates a nucleophilic attack on the C4 double bond, initiating double bond rearrangement and forming the enol intermediate.
0.25 Step 1
GIF of Reaction Step M0311.stg01

Step 2
GIF of Reaction Step M0269.stg02

Glu327 deprotonates the enol resulting in the protonation of C5, supplied by Lys169, to produce the cyclic non-planar product.
0.5 Step 2
GIF of Reaction Step M0311.stg02

Step 3
GIF of Reaction Step M0269.stg03

In an inferred return step, Lys169 deprotonates water to regenerate the active site.
N/A Step 3
No Step with this number present

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