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BGC0001233NRPS

Feglymycin

Producing organism
Streptomyces sp. DSM 11171
Taxonomy
BacteriaActinomycetotaActinomycetesKitasatosporalesStreptomycetaceaeStreptomyces
Biosynthetic class
NRPS (Type I)
Total steps
22
DOI
MIBiG entry
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feglymycin
C95H97N13O301899.65 Da

Gene Cluster Map19 genes · 72,176 bp

AmTAAAAAAAAAAEAAA10 kb72.2 kb visible · 72,176 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
CcCOM C-term
TEThioesterase (TE)
EEpimerization (E)
ECHEnoyl-CoA hydratase
AmTAminotransferase I/II
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

22 steps · 28 edges
Step 1
Start
+Prephenate
Step 6
fegH, fegI, fegK
+Malonyl-CoA, Malonyl-CoA
Step 2
fegE
Step 7
fegJ
Step 3
fegD
Step 8
fegG
Step 4
fegC/fegG?
Step 5
fegG
Step 9M1
fegQ
Step 10M2
fegQ
Step 11M3
fegQ
+L-Valine
Step 12M4
fegQ
Step 13M5
fegR
Step 14M6
fegR
Step 15M7
fegR
Step 16M8
fegR
Step 17M9
fegR
+L-Valine
Step 18M10
fegR
Step 19M11
fegS
Step 20M12
fegS
+L-Phenylalanine
Step 21M13
fegS
+L-Aspartic acid
Step 22TE
fegS
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions22 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11233-1Start
Prephenate
OC1C=C[C@@](C(O)=O)(CC(C(O)=O)=O)C=C1
21233-2fegE
1233-1
from: 1233-1
OC1=CC=C(CC(C(O)=O)=O)C=C1
31233-3fegD
1233-2
from: 1233-2
OC1=CC=C([C@H](O)C(O)=O)C=C1
41233-4fegC/fegG?
1233-3
from: 1233-3
OC1=CC=C(C(C(O)=O)=O)C=C1
51233-5fegG
1233-4
from: 1233-4
OC1=CC=C([C@H](N)C(O)=O)C=C1
61233-6fegH, fegI, fegK
Malonyl-CoA;Malonyl-CoA;Malonyl-CoA;Malonyl-CoA
OC1=CC(CC([R])=O)=CC(O)=C1
71233-7fegJ
1233-6
from: 1233-6
OC1=CC(C(C(O)=O)=O)=CC(O)=C1
81233-8fegG
1233-7
from: 1233-7
OC1=CC([C@H](N)C(O)=O)=CC(O)=C1
91233-9fegQM1
1233-5
from: 1233-5
NC(C1=CC=C(C=C1)O)C(O)=O
101233-10fegQM2
1233-9;1233-8
from: 1233-9, 1233-8
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(O)=O)C2=CC(O)=CC(O)=C2)=O
111233-11fegQM3
1233-10;L-Valine
from: 1233-10
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(O)=O)C(C)C)=O)C2=CC(O)=CC(O)=C2)=O
121233-12fegQM4
1233-11;1233-8
from: 1233-11, 1233-8
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(O)=O)C2=CC(O)=CC(O)=C2)=O)C(C)C)=O)C3=CC(O)=CC(O)=C3)=O
131233-13fegRM5
1233-12;1233-5
from: 1233-12, 1233-5
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(O)=O)=O)C3=CC(O)=CC(O)=C3)=O)C(C)C)=O)C4=CC(O)=CC(O)=C4)=O
141233-14fegRM6
1233-13;1233-8
from: 1233-13, 1233-8
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(O)=O)C3=CC(O)=CC(O)=C3)=O)=O)C4=CC(O)=CC(O)=C4)=O)C(C)C)=O)C5=CC(O)=CC(O)=C5)=O
151233-15fegRM7
1233-14;1233-5
from: 1233-14, 1233-5
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(O)=O)=O)C4=CC(O)=CC(O)=C4)=O)=O)C5=CC(O)=CC(O)=C5)=O)C(C)C)=O)C6=CC(O)=CC(O)=C6)=O
161233-16fegRM8
1233-15;1233-8
from: 1233-15, 1233-8
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(N[C@@H](C(O)=O)C4=CC(O)=CC(O)=C4)=O)=O)C5=CC(O)=CC(O)=C5)=O)=O)C6=CC(O)=CC(O)=C6)=O)C(C)C)=O)C7=CC(O)=CC(O)=C7)=O
171233-17fegRM9
1233-16;L-Valine
from: 1233-16
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(N[C@@H](C(N[C@H](C(O)=O)C(C)C)=O)C4=CC(O)=CC(O)=C4)=O)=O)C5=CC(O)=CC(O)=C5)=O)=O)C6=CC(O)=CC(O)=C6)=O)C(C)C)=O)C7=CC(O)=CC(O)=C7)=O
181233-18fegRM10
1233-17;1233-8
from: 1233-17, 1233-8
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(O)=O)C4=CC(O)=CC(O)=C4)=O)C(C)C)=O)C5=CC(O)=CC(O)=C5)=O)=O)C6=CC(O)=CC(O)=C6)=O)=O)C7=CC(O)=CC(O)=C7)=O)C(C)C)=O)C8=CC(O)=CC(O)=C8)=O
191233-19fegSM11
1233-18;1233-5
from: 1233-18, 1233-5
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C4=CC=C(C=C4)O)C(O)=O)=O)C5=CC(O)=CC(O)=C5)=O)C(C)C)=O)C6=CC(O)=CC(O)=C6)=O)=O)C7=CC(O)=CC(O)=C7)=O)=O)C8=CC(O)=CC(O)=C8)=O)C(C)C)=O)C9=CC(O)=CC(O)=C9)=O
201233-20fegSM12
1233-19;L-Phenylalanine
from: 1233-19
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C4=CC=C(C=C4)O)C(NC(C(O)=O)CC5=CC=CC=C5)=O)=O)C6=CC(O)=CC(O)=C6)=O)C(C)C)=O)C7=CC(O)=CC(O)=C7)=O)=O)C8=CC(O)=CC(O)=C8)=O)=O)C9=CC(O)=CC(O)=C9)=O)C(C)C)=O)C%10=CC(O)=CC(O)=C%10)=O
211233-21fegSM13
1233-20;L-Aspartic acid
from: 1233-20
NC(C1=CC=C(C=C1)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C2=CC=C(C=C2)O)C(N[C@@H](C(N[C@@H](C3=CC=C(C=C3)O)C(N[C@@H](C(N[C@H](C(N[C@@H](C(N[C@@H](C4=CC=C(C=C4)O)C(NC(C(N[C@H](C(O)=O)CC(O)=O)=O)CC5=CC=CC=C5)=O)=O)C6=CC(O)=CC(O)=C6)=O)C(C)C)=O)C7=CC(O)=CC(O)=C7)=O)=O)C8=CC(O)=CC(O)=C8)=O)=O)C9=CC(O)=CC(O)=C9)=O)C(C)C)=O)C%10=CC(O)=CC(O)=C%10)=O
221233fegSTE
1233-21
from: 1233-21
OC(C[C@H](NC([C@@H](NC([C@H](C1=CC=C(O)C=C1)NC([C@@H](C2=CC(O)=CC(O)=C2)NC([C@@H](NC([C@@H](C3=CC(O)=CC(O)=C3)NC([C@H](C4=CC=C(O)C=C4)NC([C@@H](C5=CC(O)=CC(O)=C5)NC([C@H](C6=CC=C(O)C=C6)NC([C@@H](C7=CC(O)=CC(O)=C7)NC([C@@H](NC([C@@H](C8=CC(O)=CC(O)=C8)NC([C@H](N)C9=CC=C(O)C=C9)=O)=O)C(C)C)=O)=O)=O)=O)=O)=O)C(C)C)=O)=O)=O)CC%10=CC=CC=C%10)=O)C(O)=O)=O
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