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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
Teicoplanin2

close this sectionOriginal source

Organism
StrainATCC 31121 (=NBRC 13999)
Contig
Click on the icon to see Genetic map.

close this sectionPKS/NRPS Module

ATeicp2_00180
tcp9
1 L-4-hydroxyphenylglycine(Hpg)
2 tyrosine
Teicp2_00190
tcp10
3 L-3,5-dihydroxyphenylglycine(Dpg)
Teicp2_00200
tcp11
4 L-4-hydroxyphenylglycine(Hpg)
5 L-4-hydroxyphenylglycine(Hpg)
6 tyrosine
Teicp2_00210
tcp12
7 L-3,5-dihydroxyphenylglycine(Dpg)
BTeicp2_00390
tcp30
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..1850
CHS98..371

close this sectionReference

Teicoplanin biosynthesis genes in Actinoplanes teichomyceticus.
Sosio M, Bianchi A, Bossi E, Donadio S
[PMID: 11386360]Antonie Van Leeuwenhoek. 78 (2000) 379-84
Organization of the teicoplanin gene cluster in Actinoplanes teichomyceticus.
Sosio M, Kloosterman H, Bianchi A, de Vreugd P, Dijkhuizen L, Donadio S
[PMID: 14702401]Microbiology. 150 (2004) 95-102
Glycopeptide resistance determinants from the teicoplanin producer Actinoplanes teichomyceticus.
Serina S, Radice F, Maffioli S, Donadio S, Sosio M
[PMID: 15500981]FEMS Microbiol Lett. 240 (2004) 69-74
Tailoring of glycopeptide scaffolds by the acyltransferases from the teicoplanin and A-40,926 biosynthetic operons.
Kruger RG, Lu W, Oberthur M, Tao J, Kahne D, Walsh CT
[PMID: 15664522]Chem Biol. 12 (2005) 131-40
Comparative analysis and insights into the evolution of gene clusters for glycopeptide antibiotic biosynthesis.
Donadio S, Sosio M, Stegmann E, Weber T, Wohlleben W
[PMID: 16007453]Mol Genet Genomics. 274 (2005) 40-50
Resistance to glycopeptide antibiotics in the teicoplanin producer is mediated by van gene homologue expression directing the synthesis of a modified cell wall peptidoglycan.
Beltrametti F, Consolandi A, Carrano L, Bagatin F, Rossi R, Leoni L, Zennaro E, Selva E, Marinelli F
[PMID: 17220405]Antimicrob Agents Chemother. 51 (2007) 1135-41
Kinetic analysis of teicoplanin glycosyltransferases and acyltransferase reveal ordered tailoring of aglycone scaffold to reconstitute mature teicoplanin.
Howard-Jones AR, Kruger RG, Lu W, Tao J, Leimkuhler C, Kahne D, Walsh CT
[PMID: 17661468]J Am Chem Soc. 129 (2007) 10082-3
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
Manipulating the regulatory genes for teicoplanin production in Actinoplanes teichomyceticus.
Horbal L, Zaburannyy N, Ostash B, Shulga S, Fedorenko V
[PMID: 22806031]World J Microbiol Biotechnol. 28 (2012) 2095-100
Evaluation of heterologous promoters for genetic analysis of Actinoplanes teichomyceticus--Producer of teicoplanin, drug of last defense.
Horbal L, Kobylyanskyy A, Yushchuk O, Zaburannyi N, Luzhetskyy A, Ostash B, Marinelli F, Fedorenko V
[PMID: 24161919]J Biotechnol. 168 (2013) 367-72
Glycopeptide antibiotic biosynthesis.
Yim G, Thaker MN, Koteva K, Wright G
[PMID: 24220108]J Antibiot (Tokyo). 67 (2014) 31-41
The pathway-specific regulatory genes, tei15* and tei16*, are the master switches of teicoplanin production in Actinoplanes teichomyceticus.
Horbal L, Kobylyanskyy A, Truman AW, Zaburranyi N, Ostash B, Luzhetskyy A, Marinelli F, Fedorenko V
[PMID: 25104028]Appl Microbiol Biotechnol. 98 (2014) 9295-309
X-domain of peptide synthetases recruits oxygenases crucial for glycopeptide biosynthesis.
Haslinger K, Peschke M, Brieke C, Maximowitsch E, Cryle MJ
[PMID: 25686610]Nature. 521 (2015) 105-9
Sequential In Vitro Cyclization by Cytochrome P450 Enzymes of Glycopeptide Antibiotic Precursors Bearing the X-Domain from Nonribosomal Peptide Biosynthesis.
Brieke C, Peschke M, Haslinger K, Cryle MJ
[PMID: 26549530]Angew Chem Int Ed Engl. 54 (2015) 15715-9
Regulation of the P450 Oxygenation Cascade Involved in Glycopeptide Antibiotic Biosynthesis.
Peschke M, Haslinger K, Brieke C, Reinstein J, Cryle MJ
[PMID: 27213615]J Am Chem Soc. 138 (2016) 6746-53
Understanding the crucial interactions between Cytochrome P450s and non-ribosomal peptide synthetases during glycopeptide antibiotic biosynthesis.
Peschke M, Gonsior M, Sussmuth RD, Cryle MJ
[PMID: 27289043]Curr Opin Struct Biol. 41 (2016) 46-53

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
82 KB
Translation of the coding sequences
30 KB
List of genes/ORFs
8 KB

 

 
GenBank format
178 KB

close this sectionHistory

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