Bacteriocin: cinnamycin (Lanthiopeptin)
Accession: BAC010
Classification
Class: Lantibiotic
Genetics
Gene: cinA; Synonyms=rocA
Producer and target organisms
Producer Organism: Streptoverticillium griseoverticillatum [Gram-positive]
Taxonomy: BacteriaActinobacteria
Actinobacteridae
Actinomycetales
Streptomycineae
Streptomycetaceae
Streptomyces
Target organismsBacillus
Description
Mode of action:
Can act as inhibitor of the enzyme phospholipase A2, and of the angiotensin-converting enzyme. Shows inhibitory activities against herpes simplex virus and immunopotentiating activities. Its antimicrobial activities are not very pronounced.
Post-translational modification:
Maturation of lantibiotics involves the enzymic conversion of Thr, and Ser into dehydrated AA and the formation of thioether bonds with cysteine or the formation of dialkylamine bonds with lysine. This is followed by membrane translocation and cleavage of the modified precursor.
Can act as inhibitor of the enzyme phospholipase A2, and of the angiotensin-converting enzyme. Shows inhibitory activities against herpes simplex virus and immunopotentiating activities. Its antimicrobial activities are not very pronounced.
Post-translational modification:
Maturation of lantibiotics involves the enzymic conversion of Thr, and Ser into dehydrated AA and the formation of thioether bonds with cysteine or the formation of dialkylamine bonds with lysine. This is followed by membrane translocation and cleavage of the modified precursor.
Uniprot and PDB links
UniProt Entry: P29827
PDB Entry2DDE resolved by NMR
NUCLEOTIDE SEQUENCE [GENOMIC DNA], STRAIN=MAR 164C-MY6
MEDLINE=91301152;PubMed=2070795;
Kaletta C., Entian K.-D., Jung G.
"Prepeptide sequence of cinnamycin (Ro 09-0198): the first structural gene of a duramycin-type lantibiotic.", Eur. J. Biochem. 199:411-415(1991).
MEDLINE=91301152;PubMed=2070795;
Kaletta C., Entian K.-D., Jung G.
"Prepeptide sequence of cinnamycin (Ro 09-0198): the first structural gene of a duramycin-type lantibiotic.", Eur. J. Biochem. 199:411-415(1991).
PROTEIN SEQUENCE OF 60-78.
MEDLINE=91107436;PubMed=2125590;
Fredenhagen A., Fendrich G., Marki F., Marki W., Gruner J., Raschdorf F., Peter H.H.
"Duramycins B and C, two new lanthionine containing antibiotics as inhibitors of phospholipase A2. Structural revision of duramycin and cinnamycin.", J. Antibiot. 43:1403-1412(1990).
MEDLINE=91107436;PubMed=2125590;
Fredenhagen A., Fendrich G., Marki F., Marki W., Gruner J., Raschdorf F., Peter H.H.
"Duramycins B and C, two new lanthionine containing antibiotics as inhibitors of phospholipase A2. Structural revision of duramycin and cinnamycin.", J. Antibiot. 43:1403-1412(1990).
PROTEIN SEQUENCE OF 60-78.
MEDLINE=89291558;PubMed=2544544;
Naruse N., Tenmyo O., Tomita K., Konishi M., Miyaki T., Kawaguchi H., Fukase K., Wakamiya T., Shiba T.
"Lanthiopeptin, a new peptide antibiotic. Production, isolation and properties of lanthiopeptin.", J. Antibiot. 42:837-845(1989).
MEDLINE=89291558;PubMed=2544544;
Naruse N., Tenmyo O., Tomita K., Konishi M., Miyaki T., Kawaguchi H., Fukase K., Wakamiya T., Shiba T.
"Lanthiopeptin, a new peptide antibiotic. Production, isolation and properties of lanthiopeptin.", J. Antibiot. 42:837-845(1989).
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Gene structure
Gene id | Name | Description | Location |
BACGene7 | rocA | lantibiotic Ro 09-198 | 22..258 |
Protein sequence
........10 ........20 | | CRQSCSFGPF TFVCDGNTK |
Wheel representation
3D Structure
Protein sequence annotations
Feature | Position(s) | Length | Description |
PEPTIDE | 1↔19 | 19 | Lantibiotic cinnamycin. Feature identifier = PRO_0000017149. |
Modified residue | 15 | (3R)-3-hydroxyaspartate. | |
Cross-link | 1↔18 | 18 | Beta-methyllanthionine (Cys-Thr). |
Cross-link | 4↔14 | 11 | Lanthionine (Ser-Cys). |
Cross-link | 5↔11 | 7 | Beta-methyllanthionine (Cys-Thr). |
Cross-link | 6↔19 | 14 | Lysinoalanine (Ser-Lys). |
STRAND | 6↔13 | 8 |
Composition
Hydrophobicity
Composition
Formula | C89
H133
N25
O28
S3 |
Absent amino acids | AEHILMWY |
Common amino acids | CF |
Mass (Da) | 2115.66 |
Net charge | +1 |
Isoelectric point | 8.05 |
Basic residues | 2 |
Acidic residues | 1 |
Hydrophobic residues | 4 |
Polar residues | 10 |
Aliphatic residues | 1 |
Tiny residues | 4 |
Boman Index | -34.61 |
Hydropathy Index | -0.22 |
Aliphatic Index | 15.26 |
Instability Index | 77.73 (unstable) |
Half Life |
Mammalian : 1.2 hour Yeast : >20 hour E. coli : >10 hour |
Extinction Coefficient | 125 M-1 cm-1 |
Absorbance 280nm | 6.94 |
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