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6.3.4.15: biotin-[biotin carboxyl-carrier protein] ligase

This is an abbreviated version!
For detailed information about biotin-[biotin carboxyl-carrier protein] ligase, go to the full flat file.

Word Map on EC 6.3.4.15

Reaction

ATP
+
biotin
 +
[biotin carboxyl-carrier protein]-L-lysine
=
AMP
 +
diphosphate
 +
[biotin carboxyl-carrier protein]-N6-biotinyl-L-lysine

Synonyms

Acetyl CoA holocarboxylase synthetase, Acetyl coenzyme A holocarboxylase synthetase, bacterial BirA biotin ligase, biotin acetyl-CoA carboxylase ligase, Biotin holoenzyme synthetase, biotin ligase, biotin protein ligase, Biotin--protein ligase, biotin-protein ligase, Biotin-[acetyl coenzyme A carboxylase] synthetase, Biotin-[acetyl-CoA carboxylase] synthetase, Biotin:apocarboxylase ligase, BirA, BirA protein, BPL, group I biotin protein ligase, HCS, Holocarboxylase synthetase, holocarboxylase synthetase 1, More, STK_15250, Synthetase, biotin-[acetyl coenzyme A carboxylase], yBL

ECTree

     6 Ligases
         6.3 Forming carbon-nitrogen bonds
             6.3.4 Other carbon-nitrogen ligases
                6.3.4.15 biotin-[biotin carboxyl-carrier protein] ligase

Inhibitors

Inhibitors on EC 6.3.4.15 - biotin-[biotin carboxyl-carrier protein] ligase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(2'R,6'S)-9-[6'-([[N-(D-biotinoyl)sulfamoyl]oxy]methyl)morpholin-2'-yl]adenine
nucleoside-based inhibitor, KD value 0.324 nM
(3aS,4S,6aR)-4-(5-[1-[3-(naphthalen-2-yloxy)propyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
-
(3aS,4S,6aR)-4-(5-[1-[4-(naphthalen-1-yloxy)butyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
-
(3aS,4S,6aR)-4-(5-[1-[4-(naphthalen-2-yloxy)butyl]-1H-1,2,3-triazol-4-yl]pentyl)tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
-
(3aS,4S,6aR)-4-[-[1-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6ahexahydrothieno[3,4-d]imidazol-2-one
-
competitive inhibitor
(3aS,4S,6aR)-4-[4-[1-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]butyl]-1,3,3a,4,6,6a-hexa hydrothieno[3,4-d]imidazol-2-one
-
-
(3aS,4S,6aR)-4-[5-[1-(4-phenoxybutyl)-1H-1,2,3-triazol-4-yl]pentyl]tetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one
-
-
(3aS,4S,6aR)-4-[5-[1-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6a-hexa hydrothieno[3,4-d]imidazol-2-one
-
-
(3aS,4S,6aR)-4-[5-[3-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]pentyl]-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
-
-
(3aS,4S,6aR)-4-[6-[1-[[(3aR,4R,6R,6aR)-4-(6-aminopurin-9-yl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methyl]triazol-4-yl]hexyl]-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
-
-
2'-amino-5'-[N-(D-biotinoyl)sulfamoyl]amino-3',5'-dideoxyadenosine
nucleoside-based inhibitor, KD value 0.627 nM
2-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)ethyl 2,2-dimethylpropanoate
-
-
3-(2-oxo-1,3-benzoxazol-3(2H)-yl)-N-phenylpropanamide
-
inhibitor identified by molecular docking, glide score -7.49, glide energy -40.64 kcal/mol
5-chloro-3-[4-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)butyl]-1,3-benzoxazol-2(3H)-one
-
not inhibitory to human enzyme at 0.08 mM
5-methyl-3-[3-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)propyl]-1,3-benzoxazol-2(3H)-one
-
-
5-methyl-3-[4-(4-[5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentyl]-1H-1,2,3-triazol-1-yl)butyl]-1,3-benzoxazol-2(3H)-one
9-[2'-azido-5'-O-[N-(D-biotinoyl)sulfamoyl]-2'-deoxy-beta-D-arabinofuranosyl]adenine
nucleoside-based inhibitor, KD value 0.027 nM. Strongest binding inhibitor in series
biotin acetylene
-
i.e. (3aS,4S,6aR)-4-hept-6-ynyl-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one
biotinol-5'-AMP
-
-
biotinyl-5'-AMP
-
selective inhibitor
diphosphate
-
endproduct inhibition
GLNDIFEAQKIEWH
-
i.e. Schatz' peptide, synthetic biotinable minimal peptide, competitively inhibits self-biotinylation
glycerol
-
inhibits the recombinant enzyme at 10%
MgAMP
-
endproduct inhibition, mechanism of inhibition, overview
N-(2-methylphenyl)-2-(2-oxo-1,3-benzoxazol-3(2H)-yl)acetamide
-
inhibitor identified by molecular docking, glide score -7.34, glide energy -37.68 kcal/mol
NaCl
-
inhibits the purified enzyme at 0.1 M, but not the immobilized enzyme in crude extract of recombinant yeast cells