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BGC0001853Hybrid

Largimycin A1;Largimycin A2;Largimycin A3

Producing organism
Streptomyces argillaceus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Type I)
Total steps
20
DOI
MIBiG entry
View on MIBiG ↗
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C33H40N4O14S3812.17 Da

Gene Cluster Map35 genes · 69,807 bp

AAKSKSKSKSKSKSKSAA10 kb69.8 kb visible · 69,807 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
KRKetoreductase (KR)
ACPAcyl carrier protein (ACP)
ACPAcyl carrier (ACP)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
CyHeterocyclization (Cy)
TdTrans-AT docking
DH2Dehydratase (DH2)
DHtDehydratase (DHt)
ECHEnoyl-CoA hydratase
MTMethyltransferase
BELBeta-elim. lyase
LPGLPG synthase C
ACPβACP (β-branching)
ACPSACP synthase

Pathway Graphsteps arranged in biosynthetic order

20 steps · 19 edges
Step 1M1
ctg3_15
+Threonine
Step 2
ctg3_16
Step 3M2
ctg3_17;ctg3_18
Step 4M2
ctg3_18
+Cysteine
Step 5M3a
ctg3_18
Step 6M3b
ctg3_18
Trans-AT
Step 7M4
ctg3_18;ctg3_19
Trans-AT
Step 8M5
ctg3_19, (ctg3_23, ctg3…
Trans-AT
Step 9M6
ctg3_19
Trans-AT
Step 10M7
ctg3_19
Trans-AT
Step 11M8
ctg3_19, (ctg3_20, ctg3…
Inactive: ctg3_13, Malonyl-CoA
Step 12
ctg3_30
Step 13TE
ctg3_19
Step 14
?
Step 15
?
Step 16
?
+Mycothiol
Step 18
?
+Mycothiol
Step 20
?
Step 17
?
+Mycothiol
Step 19
?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions20 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11853-1ctg3_15M1
Threonine
C[C@@H](O)[C@H](N)C(O)=O—
21853-2ctg3_16—
1853-1
from: 1853-1
O[C@H](CCl)[C@H](N)C(O)=O—
31853-3ctg3_17;ctg3_18M2
1853-2
from: 1853-2
O[C@H](CCl)[C@H](N)C(O)=O—
41853-4ctg3_18M2
1853-3;Cysteine
from: 1853-3
O=C(C1=COC([C@@H](N)C(O)CCl)=N1)O—
51853-5ctg3_18M3a
1853-4
from: 1853-4
O=C(C1=COC([C@@H](N)C(O)CCl)=N1)O—
61853-6ctg3_18M3b
1853-5
from: 1853-5
N[C@@H](C(O)CCl)C1=NC(/C=C\C(O)=O)=CO1{'transAT': ['ctg3_13', 'Mal…
71853-7ctg3_18;ctg3_19M4
1853-6
from: 1853-6
N[C@@H](C(O)CCl)C1=NC(/C=C\C=C\C(O)=O)=CO1{'transAT': ['ctg3_13', 'Mal…
81853-8ctg3_19, (ctg3_23, ctg3_24, ctg3_12, ctg3_13, ctg3_11)M5
1853-7
from: 1853-7
N[C@@H](C(O)CCl)C1=NC(/C=C\C=C\C(CC(O)=O)=C)=CO1{'transAT': ['ctg3_13', 'Mal…
91853-9ctg3_19M6
1853-8
from: 1853-8
N[C@@H](C(O)CCl)C1=NC(/C=C\C=C\C(C/C=C(C)/C(O)=O)=C)=CO1{'transAT': ['ctg3_13', 'Mal…
101853-10ctg3_19M7
1853-9
from: 1853-9
N[C@@H](C(O)CCl)C1=NC(/C=C\C=C\C(C/C=C(C)/CCC(O)=O)=C)=CO1{'transAT': ['ctg3_13', 'Mal…
111853-11ctg3_19, (ctg3_20, ctg3_21, ctg3_22, ctg3_12)M8
1853-10
from: 1853-10
N[C@@H](C(O)CCl)C1=NC(/C=C\C=C\C(C/C=C(C)/CCC([C@H](C(O)=O)C)(S)CC(O)=O)=C)=CO1{'transAT': ['ctg3_13', 'Mal…
121853-12ctg3_30—
1853-11
from: 1853-11
OC(CCl)/C(C1=NC(/C=C\C=C\C(C/C=C(C)/CCC([C@H](C(O)=O)C)(S)CC(O)=O)=C)=CO1)=N/O—
131853-13ctg3_19TE
1853-12
from: 1853-12
C/C(CC[C@](S)([C@H](C(O)=O)C)CC1=O)=C\CC(/C=C/C=C\C2=COC(/C([C@H](O)CCl)=N\O1)=N2)=C—
141853-14?—
1853-13
from: 1853-13
C/C(CC[C@](S)([C@@]1(OC1)C(O)=O)CC2=O)=C\CC(/C=C/C=C\C3=COC(/C([C@H](O)CCl)=N\O2)=N3)=C—
151853-15?—
1853-14
from: 1853-14
C=C(/C=C/C=C\C1=COC(/C([C@H](O)CCl)=N\O2)=N1)C/C=C3[C@H](CC4)[S+]/3[C@@]4([C@@]5(OC5)C(O)=O)CC2=O—
161853-16?—
1853-15;Mycothiol
from: 1853-15
C=C(/C=C/C=C\C1=COC(/C([C@H](O)CCl)=N\O2)=N1)C/C=C3[C@](C)(SC[C@H](C(O)=O)NC(C)=O)CC[C@@]([C@@]4(OC4)C(O)=O)(S/3)CC2=O—
171853(1)?—
1853-16;Mycothiol
from: 1853-16
C=C(/C=C/C=C\C1=COC(/C([C@H](O)CSC[C@@H](NC(C)=O)C(O)=O)=N\O2)=N1)C/C=C3[C@](C)(SC[C@H](C(O)=O)NC(C)=O)CC[C@@]([C@@]4(OC4)C(O)=O)(S/3)CC2=O—
181853-17?—
1853-15;Mycothiol
from: 1853-15
C=C(/C=C/C=C\C1=COC(/C([C@H](O)CCl)=N\O2)=N1)C[C@@H](SC[C@H](C(O)=O)NC(C)=O)[C@@](CC3)(C)S[C@@]3([C@@]4(OC4)C(O)=O)CC2=O—
191853(2)?—
1853-17
from: 1853-17
C=C(/C=C/C=C\C1=COC(/C([C@@H]2OC2)=N\O3)=N1)C[C@@H](SC[C@H](C(O)=O)NC(C)=O)[C@@](CC4)(C)S[C@@]4([C@@]5(OC5)C(O)=O)CC3=O—
201853(3)?—
1853-15
from: 1853-15
C=C(/C=C/C=C\C1=COC(/C([C@H](O)CCl)=N\O2)=N1)/C=C/[C@@](CC3)(C)S[C@@]3([C@@]4(OC4)C(O)=O)CC2=O—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture