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Literature summary for 2.3.1.B43 extracted from

  • Rajabi, N.; Auth, M.; Troelsen, K.R.; Pannek, M.; Bhatt, D.P.; Fontenas, M.; Hirschey, M.D.; Steegborn, C.; Madsen, A.S.; Olsen, C.A.
    Mechanism-based inhibitors of the human sirtuin 5 deacylase structure-activity relationship, biostructural, and kinetic insight (2017), Angew. Chem. Int. Ed. Engl., 56, 14836-14841 .
    View publication on PubMedView publication on EuropePMC

Inhibitors

Inhibitors Comment Organism Structure
5-[(5-[[(benzyloxy)carbonyl]amino]-6-[(diphenylmethyl)amino]-6-oxohexyl)amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
5-[(5-[[(benzyloxy)carbonyl]amino]-6-[[(naphthalen-1-yl)methyl]amino]-6-oxohexyl)amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
5-[(5-[[(benzyloxy)carbonyl]amino]-6-[[2-(1H-indol-3-yl)ethyl]amino]-6-oxohexyl)amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
5-[(6-amino-5-[[(benzyloxy)carbonyl]amino]-6-oxohexyl)amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
5-[(6-[(1,3-benzothiazol-5-yl)amino]-5-[[(benzyloxy)carbonyl]amino]-6-oxohexyl)amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
5-[(6-[(adamantan-1-yl)amino]-5-[[(benzyloxy)carbonyl]amino]-6-oxohexyl)amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
5-[[5-[[(benzyloxy)carbonyl]amino]-6-oxo-6-([(1S)-2-oxo-1-phenyl-2-[(propan-2-yl)amino]ethyl]amino)hexyl]amino]-5-sulfanylidenepentanoic acid
-
Homo sapiens
additional information the acyl-substrate specificity of SIRT5 is adapted to selectively inhibit this isozyme. Synthesis and evaluation of mechanism-based inhibitors of SIRT5, structure-activity relationship, overview Danio rerio
additional information the acyl-substrate specificity of SIRT5 is adapted to selectively inhibit this isozyme. Synthesis and evaluation of mechanism-based inhibitors of SIRT5, structure-activity relationship, overview Homo sapiens
N-[(7S)-7-[[(benzyloxy)carbonyl]amino]-8-([(2S)-3-(1H-indol-3-yl)-1-oxo-1-[(propan-2-yl)amino]propan-2-yl]amino)-8-oxooctanoyl]-beta-alanine
-
Homo sapiens
N-[(benzyloxy)carbonyl]-5-[2-(4-carboxybutanoyl)hydrazinyl]-L-norvalyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-(benzenesulfonyl)-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-L-tryptophanamide
-
Homo sapiens
N2-(benzylcarbamoyl)-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-L-tryptophanamide
-
Homo sapiens
N2-benzoyl-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxy-2,2-difluorobutanoyl)-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-L-tryptophyl-L-aspartamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-L-tryptophyl-L-phenylalaninamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-L-tyrosinamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-N-propan-2-yl-D-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-N-propan-2-yl-L-alaninamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-N-propan-2-yl-L-prolinamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-N-propan-2-yl-L-tryptophanamide enzyme binding structure, crystal structure analysis Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysyl-N-[(2S)-1,4-diamino-1-oxobutan-2-yl]-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-(4-carboxybutanethioyl)lysylglycinamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-ethanethioyl-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethoxy)carbonyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-N-adamantan-1-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-N-cyclopropyl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide enzyme binding structure, crystal structure analysis Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethyl)carbamothioyl]-L-lysyl-N-[(2S)-1-methoxy-3-phenylpropan-2-yl]-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(2-carboxyethyl)carbamoyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(3R)-4-carboxy-3-methylbutanoyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(3S)-4-carboxy-3-methylbutanoyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N2-[(benzyloxy)carbonyl]-N6-[(carboxymethyl)carbamothioyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(3-fluorobenzene-1-sulfonyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(3-fluorobenzene-1-sulfonyl)-L-lysyl-N-cyclobutyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(3-fluorobenzene-1-sulfonyl)-L-lysyl-N-cyclopentyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(3-fluorobenzene-1-sulfonyl)-L-lysyl-N-cyclopropyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(3-phenylpropanoyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(4-methoxybenzene-1-sulfonyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(4-nitrobenzene-1-sulfonyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(naphthalene-2-sulfonyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(phenylacetyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(phenylcarbamoyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-(quinoline-8-sulfonyl)-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[(2-carboxyethyl)carbamothioyl]-N2-[4-(trifluoromethyl)benzene-1-sulfonyl]-L-lysyl-L-tryptophanamide
-
Homo sapiens
N6-[N-[(benzyloxy)carbonyl]-L-gamma-glutamyl]-N2-[(benzyloxy)carbonyl]-L-lysyl-N-propan-2-yl-L-tryptophanamide
-
Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
mitochondrion
-
Homo sapiens 5739
-
mitochondrion
-
Danio rerio 5739
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
NAD+ + [protein]-N6-succinyl-L-lysine Homo sapiens
-
nicotinamide + [protein]-L-lysine + 2'-O-succinyl-ADP-ribose
-
?
NAD+ + [protein]-N6-succinyl-L-lysine Danio rerio
-
nicotinamide + [protein]-L-lysine + 2'-O-succinyl-ADP-ribose
-
?

Organism

Organism UniProt Comment Textmining
Danio rerio Q6DHI5
-
-
Homo sapiens Q9NXA8
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
NAD+ + [protein]-N6-succinyl-L-lysine
-
Homo sapiens nicotinamide + [protein]-L-lysine + 2'-O-succinyl-ADP-ribose
-
?
NAD+ + [protein]-N6-succinyl-L-lysine
-
Danio rerio nicotinamide + [protein]-L-lysine + 2'-O-succinyl-ADP-ribose
-
?

Synonyms

Synonyms Comment Organism
hSIRT5
-
Homo sapiens
SIRT5
-
Homo sapiens
SIRT5
-
Danio rerio
sirtuin 5
-
Homo sapiens
sirtuin 5
-
Danio rerio
sirtuin 5 deacylase
-
Homo sapiens
sirtuin 5 deacylase
-
Danio rerio
sirtuin-5
-
Danio rerio
zSIRT5
-
Danio rerio

Cofactor

Cofactor Comment Organism Structure
NAD+
-
Homo sapiens
NAD+
-
Danio rerio

General Information

General Information Comment Organism
evolution sirtuins are a family of NAD+-dependent silent information regulator 2 (Sir2) enzymes that catalyze the removal of acyl groups from epsilon-N-amino groups of lysine residues in the proteome Homo sapiens
evolution sirtuins are a family of NAD+-dependent silent information regulator 2 (Sir2) enzymes that catalyze the removal of acyl groups from epsilon-N-amino groups of lysine residues in the proteome Danio rerio