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Cluster information : Gilvocarcin


close this sectionCompound

Entry nameGilvocarcin
PKS TypeTypeII
Starter UnitGilvocarcin M: acetyl-CoA
Gilvocarcin V: propionyl-CoA
Chain Length10
Sugar UnitD-fucofuranose
ClassificationAngucycline
ActivityAntibacterial
Antitumor
Antiviral
CompositionGilvocarcin E: C27H28O9
Gilvocarcin M: C26H26O9
Gilvocarcin V: C27H26O9
Gilvocarcin

close this sectionOriginal source

Organism
StrainGö 3592
Contig
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close this sectionPKS/NRPS Module

KS3..372
CLF4..351
ACP6..79
AT4..254
AT23..331

close this sectionReference

The complete gene cluster of the antitumor agent gilvocarcin V and its implication for the biosynthesis of the gilvocarcins.
Fischer C, Lipata F, Rohr J
[PMID: 12822997]J Am Chem Soc. 125 (2003) 7818-9
Oxidative rearrangement processes in the biosynthesis of gilvocarcin V.
Liu T, Fischer C, Beninga C, Rohr J
[PMID: 15453748]J Am Chem Soc. 126 (2004) 12262-3
Inactivation of gilGT, encoding a C-glycosyltransferase, and gilOIII, encoding a P450 enzyme, allows the details of the late biosynthetic pathway to gilvocarcin V to be delineated.
Liu T, Kharel MK, Fischer C, McCormick A, Rohr J
[PMID: 16795121]Chembiochem. 7 (2006) 1070-7
Multi-oxygenase complexes of the gilvocarcin and jadomycin biosyntheses.
Kharel MK, Zhu L, Liu T, Rohr J
[PMID: 17346045]J Am Chem Soc. 129 (2007) 3780-1
Inactivation of the ketoreductase gilU gene of the gilvocarcin biosynthetic gene cluster yields new analogues with partly improved biological activity.
Liu T, Kharel MK, Zhu L, Bright SA, Mattingly C, Adams VR, Rohr J
[PMID: 19067453]Chembiochem. 10 (2009) 278-86
GilR, an unusual lactone-forming enzyme involved in gilvocarcin biosynthesis.
Kharel MK, Pahari P, Lian H, Rohr J
[PMID: 19388008]Chembiochem. 10 (2009) 1305-8
Enzymatic total synthesis of rabelomycin, an angucycline group antibiotic.
Kharel MK, Pahari P, Lian H, Rohr J
[PMID: 20486694]Org Lett. 12 (2010) 2814-7
Delineating the earliest steps of gilvocarcin biosynthesis: role of GilP and GilQ in starter unit specificity.
Shepherd MD, Kharel MK, Zhu LL, van Lanen SG, Rohr J
[PMID: 20617244]Org Biomol Chem. 8 (2010) 3851-6
Engineered biosynthesis of gilvocarcin analogues with altered deoxyhexopyranose moieties.
Shepherd MD, Liu T, Mendez C, Salas JA, Rohr J
[PMID: 21075894]Appl Environ Microbiol. 77 (2011) 435-41
The crystal structure and mechanism of an unusual oxidoreductase, GilR, involved in gilvocarcin V biosynthesis.
Noinaj N, Bosserman MA, Schickli MA, Piszczek G, Kharel MK, Pahari P, Buchanan SK, Rohr J
[PMID: 21561854]J Biol Chem. 286 (2011) 23533-43
Enzymatic total synthesis of defucogilvocarcin M and its implications for gilvocarcin biosynthesis.
Pahari P, Kharel MK, Shepherd MD, van Lanen SG, Rohr J
[PMID: 22223167]Angew Chem Int Ed Engl. 51 (2012) 1216-20
Delineation of gilvocarcin, jadomycin, and landomycin pathways through combinatorial biosynthetic enzymology.
Kharel MK, Rohr J
[PMID: 22465094]Curr Opin Chem Biol. 16 (2012) 150-61
Roles of the Synergistic Reductive O-Methyltransferase GilM and of O-Methyltransferase GilMT in the Gilvocarcin Biosynthetic Pathway.
Tibrewal N, Downey TE, Van Lanen SG, Ul Sharif E, O'Doherty GA, Rohr J
[PMID: 22800463]J Am Chem Soc. (2012)
Baeyer-Villiger C-C bond cleavage reaction in gilvocarcin and jadomycin biosynthesis.
Tibrewal N, Pahari P, Wang G, Kharel MK, Morris C, Downey T, Hou Y, Bugni TS, Rohr J
[PMID: 23102024]J Am Chem Soc. 134 (2012) 18181-4

close this sectionData download

Compound nameGenomic
nucleotide
sequence
Nucleotide
sequences of the
coding regions
Translation of the
coding sequences
List of genes/ORFsGBK
Gilvocarcin
Genomic nucleotide sequence
34 KB
Nucleotide sequences of the coding regions
32 KB
Translation of the coding sequences
12 KB
List of genes/ORFs
4 KB

 

 
GenBank format
72 KB

close this sectionHistory

  • 2013-05-28[Update]
  • 2013-01-16[Update]
  • 2012-10-02[Update]
  • 2012-08-03[Release]