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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 M0044 and M0158

These two reactions have a combined similarity of 0.37


M0044

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Comparison

M0158

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EC 3.1.3.1
alkaline phosphatase
Sub-SubClass EC 3.1.6.8
cerebroside-sulfatase

Image of phosphoric monoester

Image of water

right arrow

Image of alcohol

Image of phosphate

phosphoric monoester
C01153
water
C00001
CHEBI:15377
alcohol
C00069
CHEBI:30879
phosphate
C00009
CHEBI:18367
0.33

Image of water

Image of cerebroside 3-sulfate

right arrow

Image of sulfate

Image of cerebroside

water
C00001
CHEBI:15377
cerebroside 3-sulfate
C06125
sulfate
C00059
CHEBI:45696
cerebroside
C02686
CHEBI:23079

Catalytic CATH Codes

3.40.720.10

Catalytic CATH Codes

3.40.720.10

Active Site



0.17732

Active Site



Catalytic Residues

Type Number Chain Location of Function
Ser 102 A Side Chain
Arg 166 A Side Chain
0.1818

Catalytic Residues

Type Number Chain Location of Function
Fgl 69 A Post-translationally modified residue
Lys 123 A Side Chain
Ser 150 A Side Chain
Arg 73 A Side Chain
His 125 A Side Chain
His 229 A Side Chain
Asp 281 A Side Chain
Lys 302 A Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
zinc ZN 450 A
zinc ZN 451 A
magnesium MG 452 A

Metal Cofactors

Type Het group Number Chain
magnesium MG 44 x

Reaction occurs across 4 steps

0.4545

Reaction occurs across 3 steps

Step 1
GIF of Reaction Step M0044.stg01

Metal activated water deprotonates Ser102.
0.42 Step 1
GIF of Reaction Step M0158.stg01

Asp281 deprotonates the post-translationally modified formylglycine, which attacks the sulfate of the cerebroside 3-sulfate substrate in a nucleophilic substitution, releasing the cerebroside product which is reprotonated from His229.
Step 2
GIF of Reaction Step M0044.stg02

Ser102 initiates a nucleophilic attack on the phosphoric monoester in a substitution reaction which eliminates the alcohol as an anionic species.
0 Step 2
GIF of Reaction Step M0158.stg02

His125 deprotonates the other alcohol group of the formylglycine, initiating an elimination reaction that produces the sulfate product, which is reprotonated from Asp281.
Step 3
GIF of Reaction Step M0044.stg03

The alcohol anion deprotonates water, which initiates a nucleophilic attack on the covalently bound phosphorous in a substitution reaction which eliminates serine as an anion.
0.25 Step 3
GIF of Reaction Step M0158.stg03

His229 deprotonates a water molecule that attacks the carbonyl carbon of the formylglycine in a nucleophilic addition, the oxyanion is reprotonated by His125.
Step 4
GIF of Reaction Step M0044.stg04

Ser102 deprotonates water to regenerate the starting state of the enzyme.
N/A Step 4
No Step with this number present

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