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ENZYME entry: EC 6.2.2.2

Accepted Name
Oxazoline synthase.
Alternative Name(s)
Cyanobactin cyclodehydratase.
Cyanobactin heterocyclase.
Reaction catalysed
  • ATP + a [protein]-(L-amino acyl-L-serine) <=> ADP + phosphate + a [protein]-(S,S)-2-(C-substituted-aminomethyl)-4-acyl-2-oxazoline
  • ATP + a [protein]-(L-amino acyl-L-threonine) <=> ADP + phosphate + a [protein]-(S,S)-2-(C-substituted-aminomethyl)-4-acyl-5-methyl-2-oxazoline
  • ATP + a [protein]-(L-amino acyl-L-cysteine) <=> ADP + phosphate + a [protein]-(1S,4R)-2-(C-substituted-aminomethyl)-4-acyl-2-thiazoline
Comment(s)
  • Requires Mg(2+).
  • The enzyme, which participates in the biosynthesis of ribosomal peptide natural products (RiPPs), converts L-cysteine, L-serine and L-threonine residues to thiazoline, oxazoline, and methyloxazoline rings, respectively.
  • The enzyme requires two domains - a cyclodehydratase domain, known as a YcaO domain, and a substrate recognition domain (RRE domain) that controls the regiospecificity of the enzyme.
  • The RRE domain can either be fused to the YcaO domain or occur as a separate protein; however both domains are required for activity.
  • The enzyme can process multiple residues within the same substrate peptide, and all enzymes characterized so far follow a defined order, starting with the L-cysteine closest to the C-terminus.
  • The reaction involves phosphorylation of the preceding ribosomal peptide backbone amide bond, forming ADP and a phosphorylated intermediate, followed by release of the phosphate group.
  • In some cases the enzyme catalyzes a side reaction in which the phosphorylated intermediate reacts with ADP to form AMP and diphosphate.
Cross-references
BRENDA6.2.2.2
EC2PDB6.2.2.2
ExplorEnz6.2.2.2
PRIAM enzyme-specific profiles6.2.2.2
KEGG Ligand Database for Enzyme Nomenclature6.2.2.2
IUBMB Enzyme Nomenclature6.2.2.2
IntEnz6.2.2.2
MEDLINEFind literature relating to 6.2.2.2
MetaCyc6.2.2.2
Rhea expert-curated reactions6.2.2.2

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