Literature summary for 1.21.3.1 extracted from

Kriauciunas, A.; Frolik, C.A.; Hassell, T.C.; Skatrud, P.L.; Johnson, M.G.; Holbrook, N.L.; Chen, V.J.
The functional role of cysteines in isopenicillin N synthase. Correlation of cysteine reactivities toward sulfhydryl reagents with kinetic properties of cysteine mutants (1991), J. Biol. Chem., 266, 11779-11788.

Search for more literature for 1.21.3.1

Activating Compound

Activating Compound	Comment	Organism	Structure
O2	required	Acremonium chrysogenum

Protein Variants

Protein Variants	Comment	Organism
C106S	site-directed mutagenesis, 63% reduced activity, 14fold increased Km for N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine	Acremonium chrysogenum
C106S/C255S	site-directed mutagenesis, 63% reduced activity, 14fold increased Km for N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine	Acremonium chrysogenum
C255S	site-directed mutagenesis, 33% reduced activity, 1.4fold increased Km for N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine	Acremonium chrysogenum

Inhibitors

Inhibitors	Comment	Organism	Structure
N-ethylmaleimide	only Cys106 can be modified, partly blocked by substrate analogue inhibitors	Acremonium chrysogenum
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine	substrate inhibition above 5 mM	Acremonium chrysogenum

Natural Substrates/ Products (Substrates)

Natural Substrates	Organism	Comment (Nat. Sub.)	Natural Products	Comment (Nat. Pro.)	Rev.	Reac.
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2	Acremonium chrysogenum	common step in the biosynthesis of penicillins, cephalosporins and cephamycins	isopenicillin N + 2 H2O	-	?

Organism

Organism	UniProt	Comment	Textmining
Acremonium chrysogenum	-	i.e. Acremonium chrysogenum	-

Purification (Commentary)

Purification (Comment)	Organism
wild-type and mutants are purified as catalytically latent apoenzymes	Acremonium chrysogenum

Reaction

Reaction	Comment	Organism	Reaction ID
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2 = isopenicillin N + 2 H2O	Cys106 is involved in substrate binding, Cys255 is involved in maintaining the protein structure	Acremonium chrysogenum	a

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.	Reac.
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2	-	Acremonium chrysogenum	isopenicillin N + 2 H2O	-	?
N-[(5S)-5-amino-5-carboxypentanoyl]-L-cysteinyl-D-valine + O2	common step in the biosynthesis of penicillins, cephalosporins and cephamycins	Acremonium chrysogenum	isopenicillin N + 2 H2O	-	?

Synonyms

Synonyms	Comment	Organism
IPNS	-	Acremonium chrysogenum

Ki Value [mM]

Ki Value [mM]	Ki Value maximum [mM]	Inhibitor	Comment	Organism	Structure
0.9	-	N-ethylmaleimide	about	Acremonium chrysogenum

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Release 2023.1 (January 2023)