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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 M0182 and M0272

These two reactions have a combined similarity of 0.14


M0182

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Comparison

M0272

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EC 4.1.3.30
methylisocitrate lyase
Serial Number EC 4.1.3.1
isocitrate lyase

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

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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
0

Image of Glyoxylate

Image of Succinate

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Image of Isocitrate

Glyoxylate
C00048
CHEBI:36655
Succinate
C00042
CHEBI:30031
Isocitrate
C00311
CHEBI:16087

Catalytic CATH Codes

3.20.20.60

Catalytic CATH Codes

3.20.20.60

Active Site



0.17102

Active Site



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
0.1538

Catalytic Residues

Type Number Chain Location of Function
Ser 315 A Side Chain
Ser 317 A Side Chain
His 193 A Side Chain
Cys 191 A Side Chain
Arg 228 A Side Chain
His 180 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG 1001 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 451 A

Reaction occurs across 3 steps

0.1621

Reaction occurs across 3 steps

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.
0.12 Step 1
GIF of Reaction Step M0272.stg01

His193 deprotonates Cys191 which in turn deprotonates the alpha carbon of succinate to form the enolte.
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.
0.4 Step 2
GIF of Reaction Step M0272.stg02

The intermedite reforms the keto form with concomitant addition to the glyoxylate substrate to form the product.
Step 3
GIF of Reaction Step M0182.stg03

Cys123 deprotonates water and water deprotonates Asp58 to regenerate the active site.
0.14 Step 3
GIF of Reaction Step M0272.stg03

In an inferred return step, the product deprotonates His193.

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