A47934 : Cluster information

Compound

Entry name	A47934
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	none
Classification	Glycopeptide(teicoplanin-type)
Activity	Antibacterial
Composition	C₅₈H₄₄Cl₃N₇O₂₁S

Original source

Organism	Streptomyces toyocaensis
Strain	NRRL 15009
Contig	U82965

PKS/NRPS Module

A	A4793_00130 staA	1	L-4-hydroxyphenylglycine(Hpg)
	A4793_00130 staA	2	tyrosine
	A4793_00120 staB	3	L-3,5-dihydroxyphenylglycine(Dpg)
	A4793_00110 staC	4	L-4-hydroxyphenylglycine(Hpg)
		5	L-4-hydroxyphenylglycine(Hpg)
		6	tyrosine
	A4793_00100 staD	7	L-3,5-dihydroxyphenylglycine(Dpg)
B	A4793_00220 dpgA	1

A	35..425

PCP	499..565

C	599..890

A	1057..1447

PCP	1521..1587

E	1627..2057

C	15..310

A	489..879

PCP	955..1021

e	1057..1483

C	7..301

A	481..878

PCP	956..1022

E	1056..1496

C	1505..1796

A	1977..2369

PCP	2452..2518

E	2560..3004

C	3013..3307

A	3489..3877

PCP	3963..4029

C	15..310

A	493..889

PCP	971..1038

X	1053..1352

TE	1626..1839

CHS	102..388

Reference

D-Ala-D-Ala ligases from glycopeptide antibiotic-producing organisms are highly homologous to the enterococcal vancomycin-resistance ligases VanA and VanB.: Marshall CG, Broadhead G, Leskiw BK, Wright GD
[PMID: 9177243]Proc Natl Acad Sci U S A. 94 (1997) 6480-3
Homologs of the vancomycin resistance D-Ala-D-Ala dipeptidase VanX in Streptomyces toyocaensis, Escherichia coli and Synechocystis: attributes of catalytic efficiency, stereoselectivity and regulation with implications for function.: Lessard IA, Pratt SD, McCafferty DG, Bussiere DE, Hutchins C, Wanner BL, Katz L, Walsh CT
[PMID: 9751644]Chem Biol. 5 (1998) 489-504
Molecular mechanism of VanHst, an alpha-ketoacid dehydrogenase required for glycopeptide antibiotic resistance from a glycopeptide producing organism.: Marshall CG, Zolli M, Wright GD
[PMID: 10387095]Biochemistry. 38 (1999) 8485-91
Assembling the glycopeptide antibiotic scaffold: The biosynthesis of A47934 from Streptomyces toyocaensis NRRL15009.: Pootoolal J, Thomas MG, Marshall CG, Neu JM, Hubbard BK, Walsh CT, Wright GD
[PMID: 12060705]Proc Natl Acad Sci U S A. 99 (2002) 8962-7
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
Biosynthesis of sulfated glycopeptide antibiotics by using the sulfotransferase StaL.: Lamb SS, Patel T, Koteva KP, Wright GD
[PMID: 16492565]Chem Biol. 13 (2006) 171-81
Crystal structure of StaL, a glycopeptide antibiotic sulfotransferase from Streptomyces toyocaensis.: Shi R, Lamb SS, Bhat S, Sulea T, Wright GD, Matte A, Cygler M
[PMID: 17329243]J Biol Chem. 282 (2007) 13073-86
Structural basis for cofactor-independent dioxygenation in vancomycin biosynthesis.: Widboom PF, Fielding EN, Liu Y, Bruner SD
[PMID: 17507985]Nature. 447 (2007) 342-5
The biosynthesis of teicoplanin-type glycopeptide antibiotics: assignment of p450 mono-oxygenases to side chain cyclizations of glycopeptide a47934.: Hadatsch B, Butz D, Schmiederer T, Steudle J, Wohlleben W, Sussmuth R, Stegmann E
[PMID: 17884639]Chem Biol. 14 (2007) 1078-89
Substrate recognition and catalysis by the cofactor-independent dioxygenase DpgC.: Fielding EN, Widboom PF, Bruner SD
[PMID: 18004875]Biochemistry. 46 (2007) 13994-4000
Not so clear on oxygen. Comment on Structural basis for cofactor-independent dioxygenation in vancomycin biosynthesis by Widboom et al. (2007), Nature (London), 447, 342-345.: Stec B, Stieglitz KA
[PMID: 18703850]Acta Crystallogr D Biol Crystallogr. 64 (2008) 1000-2
A novel membrane protein, VanJ, conferring resistance to teicoplanin.: Novotna G, Hill C, Vincent K, Liu C, Hong HJ
[PMID: 22232274]Antimicrob Agents Chemother. 56 (2012) 1784-96
Sulfonation of glycopeptide antibiotics by sulfotransferase StaL depends on conformational flexibility of aglycone scaffold.: Shi R, Munger C, Kalan L, Sulea T, Wright GD, Cygler M
[PMID: 22753479]Proc Natl Acad Sci U S A. 109 (2012) 11824-9
Glycopeptide antibiotic biosynthesis.: Yim G, Thaker MN, Koteva K, Wright G
[PMID: 24220108]J Antibiot (Tokyo). 67 (2014) 31-41
Genome Sequence of Streptomyces toyocaensis NRRL 15009, Producer of the Glycopeptide Antibiotic A47934.: Kwun MJ, Hong HJ
[PMID: 25081262]Genome Announc. 2 (2014)
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