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THCL_PLARO
ID   THCL_PLARO              Reviewed;          14 AA.
AC   Q7M0J8;
DT   10-FEB-2009, integrated into UniProtKB/Swiss-Prot.
DT   10-FEB-2009, sequence version 2.
DT   02-JUN-2021, entry version 38.
DE   RecName: Full=Thiocillin GE2270;
DE   AltName: Full=Antibiotic GE2270;
OS   Planobispora rosea.
OC   Bacteria; Actinobacteria; Streptosporangiales; Streptosporangiaceae;
OC   Planobispora.
OX   NCBI_TaxID=35762;
RN   [1]
RP   CHARACTERIZATION, AND SUBCELLULAR LOCATION.
RC   STRAIN=ATCC 53773 / GE2270;
RX   PubMed=1908853; DOI=10.7164/antibiotics.44.693;
RA   Selva E., Beretta G., Montanini N., Saddler G.S., Gastaldo L., Ferrari P.,
RA   Lorenzetti R., Landini P., Ripamonti F., Goldstein B.P., Berti M.,
RA   Montanaro L., Denaro M.;
RT   "Antibiotic GE2270 A: a novel inhibitor of bacterial protein synthesis. I.
RT   Isolation and characterization.";
RL   J. Antibiot. 44:693-701(1991).
RN   [2]
RP   IDENTIFICATION BY MASS SPECTROMETRY.
RC   STRAIN=ATCC 53773 / GE2270;
RX   PubMed=7647369; DOI=10.1002/rcm.1290090817;
RA   Colombo L., Stella S., Selva E.;
RT   "Contribution of mass spectrometry to the structural confirmation of
RT   components of the antibiotic GE2270 complex.";
RL   Rapid Commun. Mass Spectrom. 9:717-722(1995).
RN   [3]
RP   MECHANISM OF ACTION ON EF-TU.
RX   PubMed=16876786; DOI=10.1016/j.febslet.2006.07.039;
RA   Parmeggiani A., Nissen P.;
RT   "Elongation factor Tu-targeted antibiotics: four different structures, two
RT   mechanisms of action.";
RL   FEBS Lett. 580:4576-4581(2006).
RN   [4]
RP   STRUCTURE VERIFICATION BY CHEMICAL SYNTHESIS.
RX   PubMed=17503407; DOI=10.1002/anie.200700684;
RA   Muller H.M., Delgado O., Bach T.;
RT   "Total synthesis of the thiazolyl peptide GE2270 A.";
RL   Angew. Chem. Int. Ed. 46:4771-4774(2007).
RN   [5]
RP   STRUCTURE BY NMR, AMIDATION AT PRO-14, AND MASS SPECTROMETRY.
RC   STRAIN=ATCC 53773 / GE2270;
RX   PubMed=1880060; DOI=10.7164/antibiotics.44.702;
RA   Kettenring J., Colombo L., Ferrari P., Tavecchia P., Nebuloni M., Vekey K.,
RA   Gallo G.G., Selva E.;
RT   "Antibiotic GE2270 A: a novel inhibitor of bacterial protein synthesis. II.
RT   Structure elucidation.";
RL   J. Antibiot. 44:702-715(1991).
RN   [6]
RP   SEQUENCE REVISION.
RC   STRAIN=ATCC 53773 / GE2270;
RX   PubMed=7844053; DOI=10.7164/antibiotics.47.1564;
RA   Tavecchia P., Gentili P., Kurz M., Sottani C., Bonfichi R., Lociuro S.,
RA   Selva E.;
RT   "Revised structure of the antibiotic GE 2270A.";
RL   J. Antibiot. 47:1564-1567(1994).
RN   [7]
RP   STRUCTURE BY NMR, AND METHYLATION AT ASN-3.
RC   STRAIN=ATCC 53773 / GE2270;
RX   PubMed=7592050; DOI=10.7164/antibiotics.48.1039;
RA   Selva E., Ferrari P., Kurz M., Tavecchia P., Colombo L., Stella S.,
RA   Restelli E., Goldstein B.P., Ripamonti F., Denaro M.;
RT   "Components of the GE2270 complex produced by Planobispora rosea ATCC
RT   53773.";
RL   J. Antibiot. 48:1039-1042(1995).
RN   [8]
RP   X-RAY CRYSTALLOGRAPHY (2.35 ANGSTROMS) IN COMPLEX WITH EF-TU.
RX   PubMed=10625477; DOI=10.1021/bi9913597;
RA   Heffron S.E., Jurnak F.;
RT   "Structure of an EF-Tu complex with a thiazolyl peptide antibiotic
RT   determined at 2.35 A resolution: atomic basis for GE2270A inhibition of EF-
RT   Tu.";
RL   Biochemistry 39:37-45(2000).
RN   [9]
RP   X-RAY CRYSTALLOGRAPHY (1.4 ANGSTROMS) IN COMPLEX WITH EF-TU.
RX   PubMed=16734421; DOI=10.1021/bi0525122;
RA   Parmeggiani A., Krab I.M., Okamura S., Nielsen R.C., Nyborg J., Nissen P.;
RT   "Structural basis of the action of pulvomycin and GE2270 A on elongation
RT   factor Tu.";
RL   Biochemistry 45:6846-6857(2006).
CC   -!- FUNCTION: Has bacteriocidal activity against Gram-positive bacteria and
CC       a few Gram-negative bacteria. It is particularly active against
CC       anaerobes. Inhibits bacterial protein biosynthesis by preventing the
CC       formation of a stable complex between the elongation factor Tu (EF-Tu),
CC       GTP and tRNA, hindering the activation of EF-Tu.
CC   -!- SUBCELLULAR LOCATION: Secreted {ECO:0000269|PubMed:1908853}.
CC   -!- PTM: Maturation of thiazole and oxazole containing antibiotics involves
CC       the enzymatic condensation of a Cys, Ser or Thr with the alpha-carbonyl
CC       of the preceding amino acid to form a thioether or ether bond, then
CC       dehydration to form a double bond with the alpha-amino nitrogen.
CC       Thiazoline or oxazoline ring are dehydrogenated to form thiazole or
CC       oxazole rings.
CC   -!- PTM: Maturation of pyridinyl containing antibiotics involves the cross-
CC       linking of a Ser and a Cys-Ser pair usually separated by 7 or 8
CC       residues along the peptide chain. The Ser residues are dehydrated to
CC       didehydroalanines, then bonded between their beta carbons. The alpha
CC       carbonyl of the Cys condenses with alpha carbon of the first Ser to
CC       form a pyridinyl ring. The ring may be multiply dehydrogenated to form
CC       a pyridine ring with loss of the amino nitrogen of the first Ser.
CC   -!- PTM: The amidation of Pro-14 probably does not occur by the same
CC       mechanism, oxidative cleavage of glycine, as in eukaryotes.
CC       {ECO:0000305}.
CC   -!- PTM: Several isomers, GE2270 A (GEA), B1, B2, C1, C2a, C2b, D1, D2, E
CC       and T, are produced. The structural differences between them lie in the
CC       extent of the modifications, methylation, methoxylation, and oxidation
CC       of the thiazole and oxazole rings, and methylation of asparagine. They
CC       are shown in PubMed:7592050. The modifications of form GE2270 A are
CC       shown here.
CC   -!- MASS SPECTROMETRY: Mass=1290.6; Mass_error=0.3; Method=FAB;
CC       Evidence={ECO:0000269|PubMed:1880060};
CC   -!- MISCELLANEOUS: Strain ATCC 23866 also produces this antibiotic.
CC   -!- SIMILARITY: Belongs to the thiocillin family. {ECO:0000305}.
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DR   PIR; A61210; A61210.
DR   PDB; 1D8T; X-ray; 2.35 A; C/D=1-14.
DR   PDB; 2C77; X-ray; 1.60 A; B=1-14.
DR   PDB; 3U2Q; X-ray; 2.70 A; B=1-10.
DR   PDB; 3U6B; X-ray; 2.12 A; C/D=1-10.
DR   PDB; 3U6K; X-ray; 2.45 A; C/D=1-10.
DR   PDBsum; 1D8T; -.
DR   PDBsum; 2C77; -.
DR   PDBsum; 3U2Q; -.
DR   PDBsum; 3U6B; -.
DR   PDBsum; 3U6K; -.
DR   SMR; Q7M0J8; -.
DR   iPTMnet; Q7M0J8; -.
DR   EvolutionaryTrace; Q7M0J8; -.
DR   GO; GO:0005576; C:extracellular region; IEA:UniProtKB-SubCell.
DR   GO; GO:0019835; P:cytolysis; IEA:UniProtKB-KW.
DR   GO; GO:0042742; P:defense response to bacterium; IEA:UniProtKB-KW.
PE   1: Evidence at protein level;
KW   3D-structure; Amidation; Antibiotic; Antimicrobial; Bacteriocin;
KW   Hydroxylation; Methylation; Secreted; Thioether bond.
FT   PEPTIDE         1..14
FT                   /note="Thiocillin GE2270"
FT                   /id="PRO_0000363169"
FT   MOD_RES         3
FT                   /note="N4-methylasparagine"
FT                   /evidence="ECO:0000305|PubMed:7592050"
FT   MOD_RES         8
FT                   /note="3-hydroxyphenylalanine"
FT                   /evidence="ECO:0000250"
FT   MOD_RES         14
FT                   /note="Proline amide"
FT                   /evidence="ECO:0000269|PubMed:1880060"
FT   CROSSLNK        1..11
FT                   /note="Pyridine-2,5-dicarboxylic acid (Ser-Ser) (with C-
FT                   10)"
FT   CROSSLNK        1..10
FT                   /note="Pyridine-2,5-dicarboxylic acid (Ser-Cys) (with S-
FT                   11)"
FT   CROSSLNK        1..2
FT                   /note="Thiazole-4-carboxylic acid (Ser-Cys)"
FT   CROSSLNK        3..4
FT                   /note="5-methylthiazole-4-carboxylic acid (Asn-Cys)"
FT   CROSSLNK        5..6
FT                   /note="5-(methoxymethyl)thiazole-4-carboxylic acid (Val-
FT                   Cys)"
FT   CROSSLNK        8..9
FT                   /note="Thiazole-4-carboxylic acid (Phe-Cys)"
FT   CROSSLNK        9..10
FT                   /note="Thiazole-4-carboxylic acid (Cys-Cys)"
FT   CROSSLNK        11..12
FT                   /note="Thiazole-4-carboxylic acid (Ser-Cys)"
FT   CROSSLNK        12..13
FT                   /note="Oxazoline-4-carboxylic acid (Cys-Ser)"
SQ   SEQUENCE   14 AA;  1413 MW;  3EB862761A7766C8 CRC64;
     SCNCVCGFCC SCSP
 
 
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