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Cluster information : Teicoplanin


close this sectionCompound

Entry nameTeicoplanin
Moiety descriptionA: aglycone
B: L-3,5-dihydroxyphenylglycine(Dpg)
PKS TypeA: NRPS
B: TypeIII
Starter UnitB: malonyl-CoA
Chain LengthB: 4
Sugar UnitD-mannose
N-acetyl-D-glucosamine
N-acyl-D-glucosamine
ClassificationGlycopeptide(teicoplanin-type)
ActivityAntibacterial
CompositionA2-3: C88H97Cl2N9O33
Teicoplanin

close this sectionOriginal source

Organism
StrainDSM 43866 (=NBRC 13999)
Contig
Click on the icon to see Genetic map.

close this sectionPKS/NRPS Module

ATeicp_00120
teiA
1 L-4-hydroxyphenylglycine(Hpg)
2 tyrosine
Teicp_00130
teiB
3 L-3,5-dihydroxyphenylglycine(Dpg)
Teicp_00140
teiC
4 L-4-hydroxyphenylglycine(Hpg)
5 L-4-hydroxyphenylglycine(Hpg)
6 tyrosine
Teicp_00150
teiD
7 L-3,5-dihydroxyphenylglycine(Dpg)
BTeicp_00320
dpgA
1
A36..426
PCP502..568
C601..890
A1057..1447
PCP1522..1588
E1627..2062
C14..309
A488..878
PCP954..1020
C7..301
A481..876
PCP954..1020
E1060..1496
C1506..1797
A1978..2372
PCP2455..2521
E2555..3007
C3019..3307
A3490..3877
PCP3964..4030
C15..310
A493..894
PCP976..1043
X1057..1356
TE1630..1836
CHS98..371

close this sectionReference

Biosynthetic gene cluster of the glycopeptide antibiotic teicoplanin: characterization of two glycosyltransferases and the key acyltransferase.
Li TL, Huang F, Haydock SF, Mironenko T, Leadlay PF, Spencer JB
[PMID: 15113000]Chem Biol. 11 (2004) 107-19
Identification of a deacetylase involved in the maturation of teicoplanin.
Truman AW, Robinson L, Spencer JB
[PMID: 17009278]Chembiochem. 7 (2006) 1670-5
Glycopeptide biosynthesis: Dbv21/Orf2 from dbv/tcp gene clusters are N-Ac-Glm teicoplanin pseudoaglycone deacetylases and Orf15 from cep gene cluster is a Glc-1-P thymidyltransferase.
Ho JY, Huang YT, Wu CJ, Li YS, Tsai MD, Li TL
[PMID: 17044690]J Am Chem Soc. 128 (2006) 13694-5
The role of cep15 in the biosynthesis of chloroeremomycin: reactivation of an ancestral catalytic function.
Truman AW, Fan Q, Rottgen M, Stegmann E, Leadlay PF, Spencer JB
[PMID: 18482700]Chem Biol. 15 (2008) 476-84
Crystal structures of lipoglycopeptide antibiotic deacetylases: implications for the biosynthesis of A40926 and teicoplanin.
Zou Y, Brunzelle JS, Nair SK
[PMID: 18559264]Chem Biol. 15 (2008) 533-45
Chapter 18. Molecular genetic approaches to analyze glycopeptide biosynthesis.
Wohlleben W, Stegmann E, Sussmuth RD
[PMID: 19374994]Methods Enzymol. 458 (2009) 459-86
Structural characterization of CYP165D3, a cytochrome P450 involved in phenolic coupling in teicoplanin biosynthesis.
Cryle MJ, Staaden J, Schlichting I
[PMID: 20974107]Arch Biochem Biophys. 507 (2011) 163-73
Regioselective deacetylation based on teicoplanin-complexed Orf2* crystal structures.
Chan HC, Huang YT, Lyu SY, Huang CJ, Li YS, Liu YC, Chou CC, Tsai MD, Li TL
[PMID: 21267472]Mol Biosyst. 7 (2011) 1224-31
Crystal structure of a phenol-coupling P450 monooxygenase involved in teicoplanin biosynthesis.
Li Z, Rupasinghe SG, Schuler MA, Nair SK
[PMID: 21445994]Proteins. 79 (2011) 1728-38
Glycopeptide antibiotic biosynthesis.
Yim G, Thaker MN, Koteva K, Wright G
[PMID: 24220108]J Antibiot (Tokyo). 67 (2014) 31-41
Multiple complexes of long aliphatic N-acyltransferases lead to synthesis of 2,6-diacylated/2-acyl-substituted glycopeptide antibiotics, effectively killing vancomycin-resistant enterococcus.
Lyu SY, Liu YC, Chang CY, Huang CJ, Chiu YH, Huang CM, Hsu NS, Lin KH, Wu CJ, Tsai MD, Li TL
[PMID: 25095906]J Am Chem Soc. 136 (2014) 10989-95
Cytochrome P450 OxyBtei catalyzes the first phenolic coupling step in teicoplanin biosynthesis.
Haslinger K, Maximowitsch E, Brieke C, Koch A, Cryle MJ
[PMID: 25358800]Chembiochem. 15 (2014) 2719-28
Structure of the terminal PCP domain of the non-ribosomal peptide synthetase in teicoplanin biosynthesis.
Haslinger K, Redfield C, Cryle MJ
[PMID: 25586301]Proteins. 83 (2015) 711-21
Structure of OxyA tei: completing our picture of the glycopeptide antibiotic producing Cytochrome P450 cascade.
Haslinger K, Cryle MJ
[PMID: 26820384]FEBS Lett. 590 (2016) 571-81
Characterization of the Post-Assembly Line Tailoring Processes in Teicoplanin Biosynthesis.
Yushchuk O, Ostash B, Pham TH, Luzhetskyy A, Fedorenko V, Truman AW, Horbal L
[PMID: 27285718]ACS Chem Biol. 11 (2016) 2254-64

close this sectionData download

Compound nameGenomic
nucleotide
sequence
Nucleotide
sequences of the
coding regions
Translation of the
coding sequences
List of genes/ORFsGBK
Teicoplanin
Genomic nucleotide sequence
91 KB
Nucleotide sequences of the coding regions
81 KB
Translation of the coding sequences
29 KB
List of genes/ORFs
7 KB

 

 
GenBank format
173 KB

close this sectionHistory

  • 2016-12-27[Update]
  • 2016-01-27[Release]