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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 M0236 and M0008

These two reactions have a combined similarity of 0.39


M0236

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Comparison

M0008

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EC 4.1.1.85
3-dehydro-L-gulonate-6-phosphate decarboxylase
Class EC 2.4.2.19
nicotinate-nucleotide diphosphorylase (carboxylating)

Image of 3-Dehydro-L-gulonate 6-phosphate

Image of Proton

right arrow

Image of Carbon dioxide

Image of L-Xylulose 5-phosphate

3-Dehydro-L-gulonate 6-phosphate
C14899
CHEBI:49039
Proton
C00080
CHEBI:15378
CHEBI:24636
Carbon dioxide
C00011
CHEBI:16526
L-Xylulose 5-phosphate
C03291
CHEBI:16593
0.37

Image of proton

Image of 5-phospho-alpha-D-ribose-1-diphosphate

Image of pyridine-2,3-dicarboxylate

right arrow

Image of nicotinate D-ribonucleotide

Image of carbon dioxide

Image of diphosphate

2 proton
C00080
CHEBI:24636
5-phospho-alpha-D-ribose-1-diphosphate
C00119
CHEBI:58017
pyridine-2,3-dicarboxylate
C03722
CHEBI:29959
nicotinate D-ribonucleotide
C01185
CHEBI:57502
carbon dioxide
C00011
CHEBI:16526
diphosphate
C00013
CHEBI:33019

Catalytic CATH Codes

3.20.20.70

Catalytic CATH Codes

3.20.20.70
3.90.1170.20

Active Site



0.5585

Active Site



Catalytic Residues

Type Number Chain Location of Function
Asp 67 B Side Chain
Glu 112 A Side Chain
Lys 64 A Side Chain
His 136 A Side Chain
0.6

Catalytic Residues

Type Number Chain Location of Function
Lys 140 A Side Chain
Glu 201 A Side Chain
Asp 222 A Side Chain
Arg 105 B Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG 5300 _

Metal Cofactors

Type Het group Number Chain
manganese MW2 3 A
manganese O4M 4 A

Reaction occurs across 3 steps

0.3333

Reaction occurs across 5 steps

Step 1
GIF of Reaction Step M0236.stg01

The substrate decarboxylates to form the 1,2-cis-enediolate intermediate and carbon dioxide.
0 Step 1
GIF of Reaction Step M0008.stg01

Glu201 deprotonates the 3-OH of the ribose substrate.
Step 2
GIF of Reaction Step M0236.stg02

The carbonyl of the intermediate reforms and the C1 position is protonated. This can occur at the si-face (involving the si-water and His136, shown here) or at the re-face (involving the re-water and Arg139).
0.25 Step 2
GIF of Reaction Step M0008.stg02

The ribose intermediate undergoes an elimination reaction, with concomitant deprotonation of an unidentified base.
Step 3
GIF of Reaction Step M0236.stg03

An acid, assumed to be water, protonates His136.
0 Step 3
GIF of Reaction Step M0008.stg03

The nitrogen of the pyridine initiates a nucleophilic attack on the ribose in an addition reaction.
Step 4
No Step with this number present
N/A Step 4
GIF of Reaction Step M0008.stg04

The pyridine intermediate decarboxylates with concomitant deprotonation of an unidentified base.
Step 5
No Step with this number present
N/A Step 5
GIF of Reaction Step M0008.stg05

The intermediate deprotonates Glu201.

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