Literature summary for 5.1.1.4 extracted from

Harty, M.; Nagar, M.; Atkinson, L.; Legay, C.M.; Derksen, D.J.; Bearne, S.L.
Inhibition of serine and proline racemases by substrate-product analogues (2014), Bioorg. Med. Chem. Lett., 24, 390-393.

Search for more literature for 5.1.1.4

Cloned(Commentary)

Cloned (Comment)	Organism
recombinant expression of His6-tagged enzyme in Escherichia coli strain BL21(DE3)	Acetoanaerobium sticklandii

Inhibitors

Inhibitors	Comment	Organism	Structure
1-carboxy-7-azoniabicyclo[2.2.1]heptane	a weak inhibitor	Acetoanaerobium sticklandii
7-azabicyclo[2.2.1]heptan-7-ium-1-carboxylate	a weak inhibitor of proline racemase, 29% inhibition at 142.5 mM	Acetoanaerobium sticklandii
additional information	substrate-product analogue inhibitors of racemases may only be effective when the active site is capacious and/or plastic, or when the inhibitor is sufficiently flexible	Acetoanaerobium sticklandii
tetrahydro-1H-pyrrolizine-7a(5H)-carboxylate	a bicyclic substrate-product analogue and noncompetitive inhibitor of proline racemase	Acetoanaerobium sticklandii

KM Value [mM]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism	Structure
5.7	-	L-proline	pH and temperature not specified in the publication	Acetoanaerobium sticklandii

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
L-proline	Acetoanaerobium sticklandii	-	D-proline	-	r

Organism

Organism	UniProt	Comment	Textmining
Acetoanaerobium sticklandii	-	-	-

Purification (Commentary)

Purification (Comment)	Organism
recombinant His6-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography	Acetoanaerobium sticklandii

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
L-proline	-	Acetoanaerobium sticklandii	D-proline	-	r
L-proline	two-base racemization mechanism via an aci-carboxylate intermediate	Acetoanaerobium sticklandii	D-proline	-	r

Cofactor

Cofactor	Comment	Organism	Structure
additional information	the enzyme is not pyridoxal 5'-phosphate-dependent	Acetoanaerobium sticklandii

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
111	-	tetrahydro-1H-pyrrolizine-7a(5H)-carboxylate	pH and temperature not specified in the publication	Acetoanaerobium sticklandii

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
67	-	pH and temperature not specified in the publication	Acetoanaerobium sticklandii	tetrahydro-1H-pyrrolizine-7a(5H)-carboxylate
349	-	pH and temperature not specified in the publication	Acetoanaerobium sticklandii	1-carboxy-7-azoniabicyclo[2.2.1]heptane

General Information

General Information	Comment	Organism
additional information	the enzyme is a two-base racemase	Acetoanaerobium sticklandii

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Release 2023.1 (January 2023)