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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 M0300 and M0026

These two reactions have a combined similarity of 0.85


M0300

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Comparison

M0026

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EC 3.1.4.46
glycerophosphodiester phosphodiesterase
Class EC 4.6.1.13
phosphatidylinositol diacylglycerol-lyase

Image of water

Image of glycerophosphodiester

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Image of sn-Glycerol 3-phosphate

Image of alcohol

water
C00001
CHEBI:15377
glycerophosphodiester
C03120
sn-Glycerol 3-phosphate
C00093
CHEBI:15978
alcohol
C00069
CHEBI:30879
1

Image of 1-phosphatidyl-1D-myo-inositol

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Image of 1,2-diacylglycerol

Image of D-myo-inositol 1,2-cyclic phosphate

1-phosphatidyl-1D-myo-inositol
C01194
CHEBI:57880
1,2-diacylglycerol
C00641
CHEBI:17815
D-myo-inositol 1,2-cyclic phosphate
C04299
CHEBI:18426

Catalytic CATH Codes

3.20.20.190

Catalytic CATH Codes

3.20.20.190

Active Site



0.71073

Active Site



Catalytic Residues

Type Number Chain Location of Function
Asp 239 A Side Chain
His 17 A Side Chain
His 59 A Side Chain
Arg 18 A Side Chain
Lys 121 A Side Chain
0.7777

Catalytic Residues

Type Number Chain Location of Function
His 32 A Side Chain
Asp 33 A Side Chain
Arg 69 A Side Chain
His 82 A Side Chain
Asp 274 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium CA 502 B

Metal Cofactors

No Associated Metal Cofactors

Reaction occurs across 2 steps

0.8823

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0300.stg01

His17 deprotonates the substrate alcohol, which initiates a nucleophilic attack on the phosphate group, eliminating the product alcohol with concomitant deprotonation of His59
1 Step 1
GIF of Reaction Step M0026.stg01

His32 deprotonates the hydroxy group adjacent to the phosphate, which initiates an intramolecular nucleophilic addition of the oxyanion to the phosphate, which proceeds through a pentavalent transition state, to eliminate the product alcohol in a substitution reaction, with concomitant deprotonation of His82.
Step 2
GIF of Reaction Step M0300.stg02

His59 deprotonates water, which initiates a nucleophilic attack on the phosphate group, destroying the cyclic intermediate with concomitant deprotonation of His17
0.66 Step 2
GIF of Reaction Step M0026.stg02

His82 deprotonates water, which in turn deprotonates His32 in an inferred step.

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