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Cluster information : Amphotericin B


close this sectionCompound

Entry nameAmphotericin B
PKS TypeTypeI modular
Starter Unitmalonyl-CoA
Chain Length19
Sugar Unitmycosamine
ClassificationPolyene Macrolide
ActivityAntifungal
CompositionC47H73NO17
Amphotericin B

close this sectionOriginal source

Organism
StrainATCC 14899 (=NBRC 12895)
Contig
Click on the icon to see Genetic map.

close this sectionPKS/NRPS Module

Amph_00150
amphA
0 acetyl-CoA
Amph_00160
amphB
1 methylmalonyl-CoA
2 methylmalonyl-CoA
not conserved YASHS(S->G)
Amph_00170
amphC
3 malonyl-CoA
4 malonyl-CoA
5 malonyl-CoA
6 malonyl-CoA
7 malonyl-CoA
8 malonyl-CoA
Amph_00040
amphI
9 malonyl-CoA
10 malonyl-CoA
11 methylmalonyl-CoA
12 malonyl-CoA
13 malonyl-CoA
14 malonyl-CoA
Amph_00050
amphJ
15 malonyl-CoA
16 malonyl-CoA
17 malonyl-CoA
Amph_00060
amphK
18 malonyl-CoA
KS8..380
AT574..888
dh931..1096
ACP1255..1329
KS38..409
AT573..893
KR1197..1377
ACP1481..1551
KS1578..1952
AT2112..2435
KR2747..2927
ACP3033..3103
KS35..405
AT551..861
DH909..1073
KR1386..1566
ACP1667..1737
KS1762..2136
AT2292..2603
DH2652..2815
KR3125..3305
ACP3408..3478
KS3501..3875
AT4033..4343
DH4391..4555
er4886..5189
KR5199..5379
ACP5476..5550
KS5575..5948
AT6112..6424
DH6471..6635
KR6945..7121
ACP7224..7294
KS7317..7691
AT7853..8164
DH8212..8377
KR8695..8875
ACP8984..9058
KS9083..9457
AT9620..9930
DH9980..10144
KR10478..10658
ACP10756..10830
KS34..396
AT564..880
DH929..1091
KR1402..1578
ACP1679..1749
KS1772..2146
AT2304..2622
KR2943..3122
ACP3225..3295
KS3316..3689
AT3851..4171
KR4478..4658
ACP4761..4831
KS4854..5229
AT5385..5706
KR6018..6197
ACP6299..6369
KS6392..6761
AT6909..7228
kr7578..7744
ACP7840..7914
KS7937..8300
AT8461..8768
KR9082..9261
ACP9362..9432
KS39..414
AT583..892
dh940..1102
KR1420..1600
ACP1704..1774
KS1798..2169
AT2308..2621
DH2668..2830
ER3159..3462
KR3472..3655
ACP3756..3826
KS3851..4221
AT4365..4676
dh4725..4888
KR5207..5387
ACP5486..5556
KS34..407
AT553..864
dh915..1075
KR1386..1566
ACP1665..1735
TE1822..2026

close this sectionReference

Amphotericin biosynthesis in Streptomyces nodosus: deductions from analysis of polyketide synthase and late genes.
Caffrey P, Lynch S, Flood E, Finnan S, Oliynyk M
[PMID: 11451671]Chem Biol. 8 (2001) 713-23
Biosynthesis of deoxyamphotericins and deoxyamphoteronolides by engineered strains of Streptomyces nodosus.
Byrne B, Carmody M, Gibson E, Rawlings B, Caffrey P
[PMID: 14700629]Chem Biol. 10 (2003) 1215-24
Analysis and manipulation of amphotericin biosynthetic genes by means of modified phage KC515 transduction techniques.
Carmody M, Byrne B, Murphy B, Breen C, Lynch S, Flood E, Finnan S, Caffrey P
[PMID: 15563836]Gene. 343 (2004) 107-15
Biosynthesis of amphotericin derivatives lacking exocyclic carboxyl groups.
Carmody M, Murphy B, Byrne B, Power P, Rai D, Rawlings B, Caffrey P
[PMID: 16079135]J Biol Chem. 280 (2005) 34420-6
The in vitro characterization of polyene glycosyltransferases AmphDI and NysDI.
Zhang C, Moretti R, Jiang J, Thorson JS
[PMID: 18798210]Chembiochem. 9 (2008) 2506-14
Redesign of polyene macrolide glycosylation: engineered biosynthesis of 19-(O)-perosaminyl-amphoteronolide B.
Hutchinson E, Murphy B, Dunne T, Breen C, Rawlings B, Caffrey P
[PMID: 20189107]Chem Biol. 17 (2010) 174-82
Structural and functional analysis of A-type ketoreductases from the amphotericin modular polyketide synthase.
Zheng J, Taylor CA, Piasecki SK, Keatinge-Clay AT
[PMID: 20696392]Structure. 18 (2010) 913-22
In vivo investigation of the substrate recognition capability and activity affecting amino acid residues of glycosyltransferase FscMI in the biosynthesis of candicidin.
Lei X, Kong L, Zhang C, Liu Q, Yao F, Zhang W, Deng Z, You D
[PMID: 23324745]Mol Biosyst. 9 (2013) 422-30
Molecular dynamics studies of modular polyketide synthase ketoreductase stereospecificity.
Mugnai ML, Shi Y, Keatinge-Clay AT, Elber R
[PMID: 25835227]Biochemistry. 54 (2015) 2346-59
Exploiting the genome sequence of Streptomyces nodosus for enhanced antibiotic production.
Sweeney P, Murphy CD, Caffrey P
[PMID: 26497174]Appl Microbiol Biotechnol. (2015)
Substrate structure-activity relationships guide rational engineering of modular polyketide synthase ketoreductases.
Bailey CB, Pasman ME, Keatinge-Clay AT
[PMID: 26568113]Chem Commun (Camb). 52 (2016) 792-5
Alteration of Polyketide Stereochemistry from anti to syn by a Ketoreductase Domain Exchange in a Type I Modular Polyketide Synthase Subunit.
Eng CH, Yuzawa S, Wang G, Baidoo EE, Katz L, Keasling JD
[PMID: 26976746]Biochemistry. 55 (2016) 1677-80

close this sectionData download

Compound nameGenomic
nucleotide
sequence
Nucleotide
sequences of the
coding regions
Translation of the
coding sequences
List of genes/ORFsGBK
Amphotericin B
Genomic nucleotide sequence
114 KB
Nucleotide sequences of the coding regions
113 KB
Translation of the coding sequences
38 KB
List of genes/ORFs
2 KB

 

 
GenBank format
208 KB

close this sectionHistory

  • 2016-12-27[Update]
  • 2016-01-27[Update]
  • 2015-02-12[Update]
  • 2013-01-16[Update]
  • 2012-10-02[Update]
  • 2012-03-28[Release]