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BGC0001058Hybrid

Zorbamycin

Producing organism
Streptomyces pilosus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Type I);saccharide (hybrid/tailoring)
Total steps
23
DOI
MIBiG entry
View on MIBiG ↗
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zorbamycin
C55H85N19O21S21411.56 Da

Gene Cluster Map48 genes · 84,773 bp

AAKSCALAAAA20 kb84.8 kb visible · 84,773 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
KSKetosynthase (KS)
KRKetoreductase (KR)
ACPAcyl carrier (ACP)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
TEThioesterase (TE)
CyHeterocyclization (Cy)
MTMethyltransferase
CALCoA-ligase (CAL)
TauDTauD oxygenase
NADNAD-binding

Pathway Graphsteps arranged in biosynthetic order

23 steps · 23 edges
Step 1M5
zbmVI
Step 9
zbmVIIb
+Valine
Step 18
Start
+D-mannose-1-phosp…
Step 2M4
zbmVI
+Serine
Step 10
zbmVIIc
Step 19
zbmC
Step 3M3
zbmVI;zbmV
+Asparagine
Step 20
zbmL
Step 4M9
zbmX
+Asparagine
Step 21
zbmG
Step 5M8
zbmX
+Histidine
Step 6
ACG60746.1
Step 7M7
zbmIX
+Homo-serine
Step 8
zbmVIII
+Methylmalonyl-CoA, AdoMet
Step 11M6
zbmVIIa, zbmVIId?, ACG6…
Step 12
ACG60783.1
+AdoMet
Step 13M2
zbmIV
+Alanine
Step 14M1
zbmIV
+Cysteine
Step 15Load
zbmIV;zbmIII
+Cysteine
Inactive: A
Step 16
ACG60747.1?, ?
Step 17
zbmII
+Terminal amines
Step 22
zbmE, zbmF
Step 23
zbmD
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions23 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
11058-1zbmVIM5
[NH2]—
21058-2zbmVIM4
1058-1;Serine
from: 1058-1
NC(C(N)O)=C—
31058-3zbmVI;zbmVM3
1058-2;Asparagine
from: 1058-2
O=C(O)[C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N—
41058-4zbmXM9
1058-3;Asparagine
from: 1058-3
O=C1N=C([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)NC(C(O)=O)C1—
51058-5zbmXM8
1058-4;Histidine
from: 1058-4
O=C1N=C([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)N[C@H](C(N[C@@](C(O)=O)([H])CC2=CNC=N2)=O)C1—
61058-6ACG60746.1—
1058-5
from: 1058-5
NC1=CC(C(N[C@@](C(O)=O)([H])CC2=CNC=N2)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
71058-7zbmIXM7
1058-6;Homo-serine
from: 1058-6
NC1=CC(C(N[C@@](C(N[C@](CCO)([H])C(O)=O)=O)([H])CC2=CNC=N2)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
81058-8zbmVIII—
1058-7;Methylmalonyl-CoA;AdoMet
from: 1058-7
NC1=CC(C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(O)=O)=O)([H])CC2=CNC=N2)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
91058-9zbmVIIb—
Valine
O=C(O)[C@H](N)C(C)C—
101058-10zbmVIIc—
1058-9
from: 1058-9
O=C(O)[C@H](N)C(O)(C)C—
111058-11zbmVIIa, zbmVIId?, ACG60755.1?M6
1058-8;1058-10
from: 1058-8, 1058-10
NC1=CC(C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@]([H])(C)C(N[C@](C(O)(C)C)([H])C(O)=O)=O)=O)([H])CC2=CNC=N2)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
121058-12ACG60783.1—
1058-11;AdoMet
from: 1058-11
NC1=C(C)C(C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(N[C@](C(O)(C)C)([H])C(O)=O)=O)=O)([H])CC2=CNC=N2)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
131058-13zbmIVM2
1058-12;Alanine
from: 1058-12
NC1=C(C)C(C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(N[C@](C(O)(C)C)([H])C(NCCC(O)=O)=O)=O)=O)([H])CC2=CNC=N2)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
141058-14zbmIVM1
1058-13;Cysteine
from: 1058-13
NC1=C(C)C(C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(N[C@](C(O)(C)C)([H])C(NCCC(SC2)=NC2C(O)=O)=O)=O)=O)([H])CC3=CNC=N3)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1—
151058-15zbmIV;zbmIIILoading
1058-14;Cysteine
from: 1058-14
NC1=C(C)C(C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(N[C@](C(O)(C)C)([H])C(NCCC(SC2)=NC2C3=NC(C(O)=O)=CS3)=O)=O)=O)([H])CC4=CNC=N4)=O)=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=N1{'Inactive': ['A']}
161058-16ACG60747.1?, ?—
1058-15
from: 1058-15
O=C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@]([H])(C)C(N[C@](C(O)(C)C)([H])C(NCCC(SC1)=NC1C2=NC(C(O)=O)=CS2)=O)=O)=O)([H])[C@](O)([H])C3=CNC=N3)C4=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=NC(N)=C4C—
171058-17zbmII—
1058-16;Terminal amines
from: 1058-16
O=C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@]([H])(C)C(N[C@](C(O)(C)C)([H])C(NC([H])C([H])C(SC1)=NC1C2=NC(C(NCCC(N)=N)=O)=CS2)=O)=O)=O)([H])[C@](O)([H])C3=CNC=N3)C4=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=NC(N)=C4C—
181058-18Start—
D-mannose-1-phosphate
OC[C@H]1O[C@H]([R])[C@@H](O)[C@@H](O)[C@@H]1O—
191058-19zbmC—
1058-18
from: 1058-18
OC[C@H]1O[C@H]([R])[C@@H](O)[C@@H](O)[C@@H]1O—
201058-20zbmL—
1058-19
from: 1058-19
O[C@H]([C@H](O)[C@@H]([R])O[C@@H]1C)C1=O—
211058-21zbmG—
1058-20
from: 1058-20
O[C@H]1[C@H](O)[C@H](C)O[C@H]([R])[C@H]1O—
221058-22zbmE, zbmF—
1058-17;1058-19;1058-21
from: 1058-17, 1058-19, 1058-21
O=C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(N[C@](C(O)(C)C)([H])C(NC([H])C([H])C(SC1)=NC1C2=NC(C(NCCC(N)=N)=O)=CS2)=O)=O)=O)([H])[C@](O[C@H]3[C@@H](O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)[C@@H](O)[C@H](O)[C@H](C)O3)([H])C5=CNC=N5)C6=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=NC(N)=C6C—
231058zbmD—
1058-22
from: 1058-22
O=C(N[C@@](C(N[C@@](CCO)([H])[C@](O)([H])[C@@](C)([H])C(N[C@](C(O)(C)C)([H])C(NC([H])C([H])C(SC1)=NC1C2=NC(C(NCCC(N)=N)=O)=CS2)=O)=O)=O)([H])[C@](O[C@H]3[C@@H](O[C@@H]4[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O4)[C@@H](O)[C@H](O)[C@H](C)O3)([H])C5=CNC=N5)C6=NC([C@@](CC(N)=O)([H])NC[C@](C(N)=O)([H])N)=NC(N)=C6C—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture