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Cluster information : Landomycin


close this sectionCompound

Entry nameLandomycin
PKS TypeTypeII
Starter Unitacetyl-CoA
Chain Length10
Sugar UnitD-olivose
L-rhodinose
ClassificationAngucycline
Benzanthraquinone
ActivityAntitumor
CompositionA: C55H74O22
Landomycin

close this sectionOriginal source

Organism
StrainS136
Contig
Click on the icon to see Genetic map.

close this sectionPKS/NRPS Module

KS3..376
CLF3..362
ACP7..80

close this sectionReference

Cloning and characterization of a gene cluster from Streptomyces cyanogenus S136 probably involved in landomycin biosynthesis.
Westrich L, Domann S, Faust B, Bedford D, Hopwood DA, Bechthold A
[PMID: 9933932]FEMS Microbiol Lett. 170 (1999) 381-7
Elucidation of the function of two glycosyltransferase genes (lanGT1 and lanGT4) involved in landomycin biosynthesis and generation of new oligosaccharide antibiotics.
Trefzer A, Fischer C, Stockert S, Westrich L, Kunzel E, Girreser U, Rohr J, Bechthold A
[PMID: 11755402]Chem Biol. 8 (2001) 1239-52
Production of landomycins in Streptomyces globisporus 1912 and S cyanogenus S136 is regulated by genes encoding putative transcriptional activators.
Rebets Y, Ostash B, Luzhetskyy A, Hoffmeister D, Brana A, Mendez C, Salas JA, Bechthold A, Fedorenko V
[PMID: 12757959]FEMS Microbiol Lett. 222 (2003) 149-53
Function of lanGT3, a glycosyltransferase gene involved in landomycin A biosynthesis.
Luzhetskyy A, Liu T, Fedoryshyn M, Ostash B, Fedorenko V, Rohr J, Bechthold A
[PMID: 15515090]Chembiochem. 5 (2004) 1567-70
Identification of the function of gene lndM2 encoding a bifunctional oxygenase-reductase involved in the biosynthesis of the antitumor antibiotic landomycin E by Streptomyces globisporus 1912 supports the originally assigned structure for landomycinone.
Zhu L, Ostash B, Rix U, Nur-E-Alam M, Mayers A, Luzhetskyy A, Mendez C, Salas JA, Bechthold A, Fedorenko V, Rohr J
[PMID: 15651811]J Org Chem. 70 (2005) 631-8
Generation of novel landomycins M and O through targeted gene disruption.
Luzhetskyy A, Zhu L, Gibson M, Fedoryshyn M, Durr C, Hofmann C, Hoffmeister D, Ostash B, Mattingly C, Adams V, Fedorenko V, Rohr J, Bechthold A
[PMID: 15812784]Chembiochem. 6 (2005) 675-8
LanGT2 Catalyzes the First Glycosylation Step during landomycin A biosynthesis.
Luzhetskyy A, Taguchi T, Fedoryshyn M, Durr C, Wohlert SE, Novikov V, Bechthold A
[PMID: 15977274]Chembiochem. 6 (2005) 1406-10
Iteratively acting glycosyltransferases involved in the hexasaccharide biosynthesis of landomycin A.
Luzhetskyy A, Fedoryshyn M, Durr C, Taguchi T, Novikov V, Bechthold A
[PMID: 16039521]Chem Biol. 12 (2005) 725-9
LanV, a bifunctional enzyme: aromatase and ketoreductase during landomycin A biosynthesis.
Mayer A, Taguchi T, Linnenbrink A, Hofmann C, Luzhetskyy A, Bechthold A
[PMID: 16283688]Chembiochem. 6 (2005) 2312-5
Generation of new landomycins with altered saccharide patterns through over-expression of the glycosyltransferase gene lanGT3 in the biosynthetic gene cluster of landomycin A in Streptomyces cyanogenus S-136.
Zhu L, Luzhetskyy A, Luzhetska M, Mattingly C, Adams V, Bechthold A, Rohr J
[PMID: 17139690]Chembiochem. 8 (2007) 83-8
Function of lanI in regulation of landomycin A biosynthesis in Streptomyces cyanogenus S136 and cross-complementation studies with Streptomyces antibiotic regulatory proteins encoding genes.
Rebets Y, Dutko L, Ostash B, Luzhetskyy A, Kulachkovskyy O, Yamaguchi T, Nakamura T, Bechthold A, Fedorenko V
[PMID: 17786405]Arch Microbiol. 189 (2008) 111-20
Coordination of export and glycosylation of landomycins in Streptomyces cyanogenus S136.
Ostash I, Ostash B, Luzhetskyy A, Bechthold A, Walker S, Fedorenko V
[PMID: 18537830]FEMS Microbiol Lett. 285 (2008) 195-202
Differences in the substrate specificity of glycosyltransferases involved in landomycins A and E biosynthesis.
Erb A, Krauth C, Luzhetskyy A, Bechthold A
[PMID: 19352642]Appl Microbiol Biotechnol. 83 (2009) 1067-76
Properties of lanK-based regulatory circuit involved in landomycin biosynthesis in Streptomyces cyanogenus S136.
Ostash B, Ostash I, Zhu L, Kharel MK, Luzhetskii A, Bechthold A, Walker S, Rohr J, Fedorenko V
[PMID: 20583594]Genetika. 46 (2010) 604-9
Rational design of an aryl-C-glycoside catalyst from a natural product O-glycosyltransferase.
Harle J, Gunther S, Lauinger B, Weber M, Kammerer B, Zechel DL, Luzhetskyy A, Bechthold A
[PMID: 21513888]Chem Biol. 18 (2011) 520-30
Angucyclines: Biosynthesis, mode-of-action, new natural products, and synthesis.
Kharel MK, Pahari P, Shepherd MD, Tibrewal N, Nybo SE, Shaaban KA, Rohr J
[PMID: 22186970]Nat Prod Rep. 29 (2012) 264-325
Elucidation of post-PKS tailoring steps involved in landomycin biosynthesis.
Kharel MK, Pahari P, Shaaban KA, Wang G, Morris C, Rohr J
[PMID: 22454092]Org Biomol Chem. 10 (2012) 4256-65
Tailoring enzymes involved in the biosynthesis of angucyclines contain latent context-dependent catalytic activities.
Patrikainen P, Kallio P, Fan K, Klika KD, Shaaban KA, Mantsala P, Rohr J, Yang K, Niemi J, Metsa-Ketela M
[PMID: 22633416]Chem Biol. 19 (2012) 647-55
Structural and Functional Analysis of Angucycline C-6 Ketoreductase LanV Involved in Landomycin Biosynthesis.
Paananen P, Patrikainen P, Kallio P, Mantsala P, Niemi J, Niiranen L, Metsa-Ketela M
[PMID: 23848284]Biochemistry. (2013)
Structure-based engineering of angucyclinone 6-ketoreductases.
Patrikainen P, Niiranen L, Thapa K, Paananen P, Tahtinen P, Mantsala P, Niemi J, Metsa-Ketela M
[PMID: 25200607]Chem Biol. 21 (2014) 1381-91
Structural characterization of O- and C-glycosylating variants of the landomycin glycosyltransferase LanGT2.
Tam HK, Harle J, Gerhardt S, Rohr J, Wang G, Thorson JS, Bigot A, Lutterbeck M, Seiche W, Breit B, Bechthold A, Einsle O
[PMID: 25581707]Angew Chem Int Ed Engl. 54 (2015) 2811-5

close this sectionData download

Compound nameGenomic
nucleotide
sequence
Nucleotide
sequences of the
coding regions
Translation of the
coding sequences
List of genes/ORFsGBK
Landomycin
Genomic nucleotide sequence
36 KB
Nucleotide sequences of the coding regions
11 KB
Translation of the coding sequences
7 KB
List of genes/ORFs
2 KB

 

 
GenBank format
77 KB
AF080235
Genomic nucleotide sequence
35 KB
Nucleotide sequences of the coding regions
34 KB
Translation of the coding sequences
13 KB
List of genes/ORFs
5 KB

 

 

 
AY187683
Genomic nucleotide sequence
836 B
Nucleotide sequences of the coding regions
861 B
Translation of the coding sequences
318 B
List of genes/ORFs
249 B

 

 

 

close this sectionHistory

  • 2016-01-27[Update]
  • 2015-02-12[Update]
  • 2013-09-04[Update]
  • 2013-01-16[Update]
  • 2012-08-03[Release]