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BGC0000165PKS

Tiacumicin B

Producing organism
Dactylosporangium aurantiacum subsp. hamdenensis
Taxonomy
BacteriaActinomycetotaActinomycetesMicromonosporalesMicromonosporaceaeDactylosporangium
Biosynthetic class
PKS (Type I)
Total steps
23
DOI
MIBiG entry
View on MIBiG ↗
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tiacumicin B
C52H74Cl2O181056.43 Da

Gene Cluster Map31 genes · 82,484 bp

KSKSKSKSKSKSKSKSKS20 kb82.5 kb visible · 82,484 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
DHDehydratase (DH)
EREnoylreductase (ER)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
DnDocking N-term
DcDocking C-term

Pathway Graphsteps arranged in biosynthetic order

23 steps · 23 edges
Step 1Load
tiaA1
+Propionyl-CoA
Step 11
Start
Step 12
Start
Step 15
Start
Step 2M1
tiaA1
+Malonyl-CoA
Step 13
tiaB
Step 16
tiaS3, tiaS4, tiaS1?
Step 3M2
tiaA1
+Methylmalonyl-CoA
Step 14
?
Step 17
tiaS1, tiaS3?, tiaS4?
Step 4M3
tiaA1
+Methylmalonyl-CoA
Step 18
tiaS2
Step 20
tiaS5
Step 5M4
tiaA2
+Ethylmalonyl-CoA
Step 19
tiaS6
Step 6M5
tiaA2
+Methylmalonyl-CoA
Step 7M6
tiaA3
+Malonyl-CoA
Step 8M7
tiaA4
+Malonyl-CoA
Step 9M8
tiaA4
+Methylmalonyl-CoA
Step 10TE
tiaA4
Step 21
tiaP2, tiaG1
Step 22
tiaP1, tiaG2, tiaF
Step 23
tiaM
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions23 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1165-1tiaA1Loading
Propionyl-CoA
O=C(CC)O
2165-2tiaA1M1
165-1;Malonyl-CoA
from: 165-1
O[C@H](CC)CC(O)=O
3165-3tiaA1M2
165-2;Methylmalonyl-CoA
from: 165-2
O[C@H](CC)C/C=C(C(O)=O)\C
4165-4tiaA1M3
165-3;Methylmalonyl-CoA
from: 165-3
O[C@H](CC)C/C=C(/C=C(C(O)=O)\C)C
5165-5tiaA2M4
165-4;Ethylmalonyl-CoA
from: 165-4
O[C@H](CC)C/C=C(/C=C([C@@H](O)[C@H](C(O)=O)CC)\C)C
6165-6tiaA2M5
165-5;Methylmalonyl-CoA
from: 165-5
O[C@H](CC)C/C=C(/C=C([C@@H](O)[C@H](/C=C(C(O)=O)\C)CC)\C)C
7165-7tiaA3M6
165-6;Malonyl-CoA
from: 165-6
O[C@H](CC)C/C=C(/C=C([C@@H](O)[C@H](/C=C([C@H](O)CC(O)=O)\C)CC)\C)C
8165-8tiaA4M7
165-7;Malonyl-CoA
from: 165-7
O[C@H](CC)C/C=C(/C=C([C@@H](O)[C@H](/C=C([C@H](O)C/C=C/C(O)=O)\C)CC)\C)C
9165-9tiaA4M8
165-8;Methylmalonyl-CoA
from: 165-8
O[C@H](CC)C/C=C(/C=C([C@@H](O)[C@H](/C=C([C@H](O)C/C=C/C=C(C(O)=O)\C)\C)CC)\C)C
10165-10tiaA4TE
165-9
from: 165-9
C/C([C@@H](O)C/C=C/C=C(C)/C1=O)=C\[C@@H]([C@@H](O)/C(C)=C/C(C)=C/C[C@@H](CC)O1)CC
11165-11Start
O=C(CC)[R]
12165-12Start
O=C(CC([O-])=O)[R]
13165-13tiaB
165-11;165-12;165-12;165-12
from: 165-11, 165-12, 165-12, 165-12
O=C(CC)CC(CC(CC([R])=O)=O)=O
14165-14?
165-13
from: 165-13
CCC1=C(C([R])=O)C(O)=CC(O)=C1
15165-15Start
[R][C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1
16165-16tiaS3, tiaS4, tiaS1?
165-15
from: 165-15
[R][C@@H](O[C@@H]1C)[C@@H](O)[C@@H](O)C1=O
17165-17tiaS1, tiaS3?, tiaS4?
165-16
from: 165-16
[R][C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](C)O1
18165-18tiaS2
165-17
from: 165-17
[R][C@@H]1[C@@H](O)[C@@H](O)[C@H](O)C(C)(C)O1
19165-19tiaS6
165-18
from: 165-18
[R][C@@H]1[C@@H](O)[C@@H](O)[C@H](OC(C(C)C)=O)C(C)(C)O1
20165-20tiaS5
165-17
from: 165-17
[R][C@@H]1[C@@H](OC)[C@@H](O)[C@H](O)[C@@H](C)O1
21165-21tiaP2, tiaG1
165-10;165-19
from: 165-10, 165-19
C/C([C@@H](O)C/C=C/C=C(CO)/C1=O)=C\[C@@H]([C@@H](O[C@@H]2OC(C)(C)[C@@H](OC(C(C)C)=O)[C@H](O)[C@@H]2O)/C(C)=C/C(C)=C/C[C@@H](CC)O1)CC
22165-22tiaP1, tiaG2, tiaF
165-14;165-20;165-21
from: 165-14, 165-20, 165-21
C/C([C@@H](O)C/C=C/C=C(CO[C@H]1[C@@H](OC)[C@@H](O)[C@H](OC(C2=C(CC)C=C(O)C=C2O)=O)[C@@H](C)O1)/C3=O)=C\[C@@H]([C@@H](O[C@@H]4OC(C)(C)[C@@H](OC(C(C)C)=O)[C@H](O)[C@@H]4O)/C(C)=C/C(C)=C/C[C@@H]([C@H](O)C)O3)CC
23165tiaM
165-22
from: 165-22
C/C([C@@H](O)C/C=C/C=C(CO[C@H]1[C@@H](OC)[C@@H](O)[C@H](OC(C2=C(CC)C(Cl)=C(O)C(Cl)=C2O)=O)[C@@H](C)O1)/C3=O)=C\[C@@H]([C@@H](O[C@@H]4OC(C)(C)[C@@H](OC(C(C)C)=O)[C@H](O)[C@@H]4O)/C(C)=C/C(C)=C/C[C@@H]([C@H](O)C)O3)CC
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