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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 M0074 and M0178

These two reactions have a combined similarity of 0.16


M0074

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Comparison

M0178

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EC 6.3.3.3
dethiobiotin synthase
Class EC 3.6.3.14
H+-transporting two-sector ATPase

Image of ATP

Image of carbon dioxide

Image of 7,8-diaminononanoate

right arrow

Image of proton

Image of dethiobiotin

Image of ADP

Image of phosphate

ATP
C00002
CHEBI:30616
carbon dioxide
C00011
CHEBI:16526
7,8-diaminononanoate
C01037
CHEBI:17830
proton
C00080
CHEBI:24636
dethiobiotin
C01909
CHEBI:57861
ADP
C00008
CHEBI:456216
phosphate
C00009
CHEBI:39745
0.2

Image of proton

Image of water

Image of ATP

right arrow

Image of proton

Image of phosphate

Image of ADP

proton
C00080
CHEBI:24636
water
C00001
CHEBI:15377
ATP
C00002
CHEBI:15422
proton
C00080
CHEBI:24636
phosphate
C00009
CHEBI:18367
ADP
C00008
CHEBI:456216

Catalytic CATH Codes

3.40.50.300

Catalytic CATH Codes

3.40.50.300

Active Site



0.21618

Active Site



Catalytic Residues

Type Number Chain Location of Function
Lys 15 A Side Chain
Lys 37 A Side Chain
Ser 41 A Main Chain Amide
0.2222

Catalytic Residues

Type Number Chain Location of Function
Lys 162 D Side Chain
Glu 188 D Side Chain
Arg 189 D Side Chain
Arg 373 C Side Chain

Organic Cofactors

No Associated Organic Cofactors

Organic Cofactors

No Associated Organic Cofactors

Metal Cofactors

Type Het group Number Chain
magnesium MG 901 x
magnesium MG 902 x

Metal Cofactors

Type Het group Number Chain
magnesium MG 601 A

Reaction occurs across 4 steps

0.1428

Reaction occurs across 2 steps

Step 1
GIF of Reaction Step M0074.stg01

Water deprotonates the 7,8-diaminononanoate substrate, activating it for a nucleophilic attack upon the carbon dioxide in an addition reaction. Lys37 stabilises the formation of the negatively charged intermediate.
0.18 Step 1
GIF of Reaction Step M0178.stg01

The gamma phopshate of ATP deprotonates the first water, which deprotonates a second water, which attacks the gamma phosphate in a nucleophilic addition resulting in a pentavalent phosphate intermediate.
Step 2
GIF of Reaction Step M0074.stg02

The carboxylated intermediate acts as a nucleophile and attacks the gamma phosphate of ATP in a substitution reaction. Lys37, Lys15 and two Mg(II) ions stabilise the intermediates.
0.5 Step 2
GIF of Reaction Step M0178.stg02

The pentavalent phosphate collapses, releasing orthophosphate and ADP.
Step 3
GIF of Reaction Step M0074.stg03

The newly attached phosphate group deprotonates the terminal primary amine, which in turn acts as a nucleophile to attack the phosphorylated carbonyl carbon in an internal addition reaction. Lys37, Lys15 and the main chain amide of Ser41 all stabilise the intermediates.
N/A Step 3
No Step with this number present
Step 4
GIF of Reaction Step M0074.stg04

The oxyanion formed re-forms the carbonyl group, cleaving the P-O bond in a conjugate base elimination reaction. The leaving phosphate group deprotonates the newly formed secondary amine. Lys15, Lys37 and the main chain amide of Ser41 all stabilise the intermediates.
N/A Step 4
No Step with this number present

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