Thiostrepton

Details

Name
Thiostrepton
Kind
protein
Synonyms
  • Alaninamide
  • Bryamycin
  • Gargon
  • Thiactin
Gene Name
tpdA
UniProtKB Entry
P0C8P8Swiss-Prot
Organism
Streptomyces azureus
NCBI Taxonomy ID
146537
Amino acid sequence
>lcl|BSEQ0013017|Thiostrepton
MDATAIHERWSVMSNASIGQEIGVEGLTGLDVDALEISDYVDETLLDGEDLTVTMIASAS
CTTCICTCSCSS
Number of residues
72
Molecular Weight
7550.295
Theoretical pI
5.63
GO Classification
Processes
defense response to bacterium
Components
extracellular region
General Function
Has bacteriocidal activity. Inhibits bacterial protein biosynthesis by acting on the elongation factor Tu (EF-Tu) (By similarity).
Specific Function
Not Available
Pfam Domain Function
Not Available
Signal Regions
Not Available
Transmembrane Regions
Not Available
Cellular Location
Secreted
Gene sequence
Not Available
Chromosome Location
Not Available
Locus
Not Available
External Identifiers
ResourceLink
UniProtKB IDP0C8P8
UniProtKB Entry NameTHCL_STRAJ
PDB ID(s)1E9W, 1OLN, 2JQ7, 2L2W, 2L2X, 2L2Y, 2L2Z, 3CF5, 4HP2
General References
  1. Morris RP, Leeds JA, Naegeli HU, Oberer L, Memmert K, Weber E, LaMarche MJ, Parker CN, Burrer N, Esterow S, Hein AE, Schmitt EK, Krastel P: Ribosomally synthesized thiopeptide antibiotics targeting elongation factor Tu. J Am Chem Soc. 2009 Apr 29;131(16):5946-55. doi: 10.1021/ja900488a. [Article]
  2. DONOVICK R, PAGANO JF, STOUT HA, WEINSTEIN MJ: Thiostrepton, a new antibiotic. I. In vitro studies. Antibiot Annu. 1955-1956;3:554-9. [Article]
  3. DUTCHER JD, VANDEPUTTE J: Thiostrepton, a new antibiotic. II. Isolation and chemical characterization. Antibiot Annu. 1955-1956;3:560-1. [Article]
  4. JAMBOR WP, STEINBERG BA, SUYDAM LO: Thiostrepton, a new antibiotic. III. In vivo studies. Antibiot Annu. 1955-1956;3:562-5. [Article]
  5. Priestley ND, Smith TM, Shipley PR, Floss HG: Studies on the biosynthesis of thiostrepton: 4-(1-hydroxyethyl)quinoline-2-carboxylate as a free intermediate on the pathway to the quinaldic acid moiety. Bioorg Med Chem. 1996 Jul;4(7):1135-47. [Article]
  6. Nicolaou KC, Safina BS, Zak M, Lee SH, Nevalainen M, Bella M, Estrada AA, Funke C, Zecri FJ, Bulat S: Total synthesis of thiostrepton. Retrosynthetic analysis and construction of key building blocks. J Am Chem Soc. 2005 Aug 10;127(31):11159-75. [Article]
  7. Nicolaou KC, Zak M, Safina BS, Estrada AA, Lee SH, Nevalainen M: Total synthesis of thiostrepton. Assembly of key building blocks and completion of the synthesis. J Am Chem Soc. 2005 Aug 10;127(31):11176-83. [Article]
  8. Hensens OD, Albers-Schonberg G, Anderson BF: The solution conformation of the peptide antibiotic thiostrepton: a 1H NMR study. J Antibiot (Tokyo). 1983 Jul;36(7):799-813. [Article]
  9. Hensens OD, Albers-Schonberg G: 13C NMR study of thiostrepton and thiopeptin components. J Antibiot (Tokyo). 1983 Jul;36(7):832-45. [Article]
  10. Bond CS, Shaw MP, Alphey MS, Hunter WN: Structure of the macrocycle thiostrepton solved using the anomalous dispersion contribution of sulfur. Acta Crystallogr D Biol Crystallogr. 2001 May;57(Pt 5):755-8. Epub 2001 Apr 24. [Article]

Associated Data

Drug Relations
DrugDrug groupPharmacological action?TypeActionsDetails
8-Hydroxy-4-(1-Hydroxyethyl)Quinoline-2-Carboxylic AcidexperimentalunknowntargetDetails
(4s)-2-[(1e)-1-Aminoprop-1-Enyl]-4,5-Dihydro-1,3-Thiazole-4-Carboxylic AcidexperimentalunknowntargetDetails