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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 M0187 and M0311

These two reactions have a combined similarity of 0.51


M0187

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Comparison

M0311

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EC 5.1.2.2
mandelate racemase
Class EC 4.2.1.11
phosphopyruvate hydratase

Image of (S)-mandelate

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Image of (R)-mandelate

(S)-mandelate
C01984
CHEBI:17756
(R)-mandelate
C01983
CHEBI:32382
0

Image of 2-phospho-D-glycerate

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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



0.60794

Active Site



Catalytic Residues

Type Number Chain Location of Function
Lys 164 A Side Chain
Lys 166 A Side Chain
Asp 270 A Side Chain
His 297 A Side Chain
Glu 317 A Side Chain
0.6666

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
magnesium MG 360 x

Metal Cofactors

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

Reaction occurs across 3 steps

0.5555

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0187.stg01

Lys166 deprotonates the (S)-mandelate substrate, which results in a keto-enol tautomerisation.
1 Step 1
GIF of Reaction Step M0311.stg01

Step 2
GIF of Reaction Step M0187.stg02

The intermediate undergoes another keto-enol tautomerisation which reprotonates the intermediate from His297.
0.25 Step 2
GIF of Reaction Step M0311.stg02

Step 3
GIF of Reaction Step M0187.stg03

His297 deprotonates water, which deprotonates Lys166 in an inferred return step.
N/A Step 3
No Step with this number present

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