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 | DSM 43866 (=NBRC 13999) |
Contig | AJ632270 |
PKS/NRPS Module
A | Teicp_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) | ||
B | Teicp_00320 dpgA | 1 |
Reference
- 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
Data download
History
- 2016-12-27[Update]
- 2016-01-27[Release]