spacer

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 M0272 and M0182

These two reactions have a combined similarity of 0.14


M0272

View
Comparison

M0182

View
EC 4.1.3.1
isocitrate lyase
Serial Number EC 4.1.3.30
methylisocitrate lyase

Image of Glyoxylate

Image of Succinate

right arrow

Image of Isocitrate

Glyoxylate
C00048
CHEBI:36655
Succinate
C00042
CHEBI:30031
Isocitrate
C00311
CHEBI:16087
0

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

Catalytic CATH Codes

3.20.20.60

Active Site



0.17102

Active Site



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
0.1538

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
magnesium MG 451 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 1001 A

Reaction occurs across 3 steps

0.1621

Reaction occurs across 3 steps

Step 1
GIF of Reaction Step M0272.stg01

His193 deprotonates Cys191 which in turn deprotonates the alpha carbon of succinate to form the enolte.
0.12 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 M0272.stg02

The intermedite reforms the keto form with concomitant addition to the glyoxylate substrate to form the product.
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 M0272.stg03

In an inferred return step, the product deprotonates His193.
0.14 Step 3
GIF of Reaction Step M0182.stg03

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

spacer
spacer