Teicoplanin : Cluster information
Compound
Entry name | Teicoplanin |
---|---|
Moiety description | A: aglycone B: L-3,5-dihydroxyphenylglycine(Dpg) |
PKS Type | A: NRPS B: TypeIII |
Starter Unit | B: malonyl-CoA |
Chain Length | B: 4 |
Sugar Unit | N-acyl-D-glucosamine N-acetyl-D-glucosamine D-mannose |
Classification | Glycopeptide(teicoplanin-type) |
Activity | Antibacterial |
Composition | A2-3: C88H97Cl2N9O33 |
Original source
Organism | Actinoplanes teichomyceticus |
---|---|
Strain | ATCC 31121 (=NBRC 13999) |
Contig | AJ605139 |
PKS/NRPS Module
A | Teicp2_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) | ||
B | Teicp2_00390 tcp30 | 1 |
Reference
- 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
Data download
History
- 2016-12-27[Update]
- 2016-01-27[Release]