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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 M0223 and M0008

These two reactions have a combined similarity of 0.38


M0223

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Comparison

M0008

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EC 6.4.1.1
pyruvate carboxylase
Class EC 2.4.2.19
nicotinate-nucleotide diphosphorylase (carboxylating)

Image of ATP

Image of bicarbonate

Image of pyruvate

right arrow

Image of proton

Image of oxaloacetate

Image of phosphate

Image of ADP

ATP
C00002
CHEBI:30616
bicarbonate
C00288
CHEBI:17544
pyruvate
C00022
CHEBI:15361
proton
C00080
CHEBI:24636
oxaloacetate
C00036
CHEBI:16452
phosphate
C00009
CHEBI:18367
ADP
C00008
CHEBI:456216
0.18

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



0.4613

Active Site



Catalytic Residues

Type Number Chain Location of Function
Asp 549 A Side Chain
Asp 655 A Side Chain
Lys 718 A Side Chain
0.5

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

Type Identity Chain
Biotin BTN 0

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
zinc ZN 1157 A
magnesium MG 1156 B
magnesium MG 1157 B

Metal Cofactors

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

Reaction occurs across 7 steps

0.3913

Reaction occurs across 5 steps

Step 1
GIF of Reaction Step M0223.stg01

Reaction occurs in the BC domain. The bicarbonate is deprotonated by an unidentified base. The activate bicarbonate then acts as a nucleophile and attacks the gamma-phosphate in a substitution reaction, liberating ADP. Mg(II) stabilises/activates the ATP
0.16 Step 1
GIF of Reaction Step M0008.stg01

Glu201 deprotonates the 3-OH of the ribose substrate.
Step 2
GIF of Reaction Step M0223.stg02

Reaction occurs in the BC domain. The phosphorylated bicarbonate undergoes a decarboxylation reaction (E1cb) to liberate carbon dioxide and phosphate.
0.5 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 M0223.stg03

Reaction occurs in the BC domain. The phosphate deprotonates one of the N-H groups of biotin with concomitant tautomerisation to produce an oxyanion.
0.2 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
GIF of Reaction Step M0223.stg04

Reaction occurs in the BC domain. The oxyanion re-forms the carbonyl group, causing the C=N bond of the activated biotin to add to the carbon dioxide in a nucleophilic manner.
0.14 Step 4
GIF of Reaction Step M0008.stg04

The pyridine intermediate decarboxylates with concomitant deprotonation of an unidentified base.
Step 5
GIF of Reaction Step M0223.stg05

Reaction occurs in the CT domain. The Asp549 deprotonates pyruvate, activating the pyruvate in a keto-enol tautomerisation.
0.2 Step 5
GIF of Reaction Step M0008.stg05

The intermediate deprotonates Glu201.
Step 6
GIF of Reaction Step M0223.stg06

Reaction occurs in the CT domain. The activated pyruvate attacks the carboxylated biotin in a nucleophilic substitution, producing the oxaloacetate product and activated biotin.
N/A Step 6
No Step with this number present
Step 7
GIF of Reaction Step M0223.stg07

Reaction occurs in the CT domain. Lys718 deprotonates the activated biotin, which in turn deprotonates Asp549, returning the enzyme to its ground state.
N/A Step 7
No Step with this number present

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