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BGC0000963Hybrid

Bleomycin

Producing organism
Streptomyces verticillus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I);PKS (Type I);Saccharide (hybrid/tailoring)
Total steps
16
DOI
MIBiG entry
View on MIBiG ↗
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bleomycin
C55H84N17O21S3+1414.52 Da

Gene Cluster Map32 genes · 77,457 bp

AAAAAAKSACALAAAA20 kb77.5 kb visible · 77,457 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
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

Pathway Graphsteps arranged in biosynthetic order

16 steps · 16 edges
Step 1Load
blmVI
+Serine
Step 12
Start
Step 2M1
blmVI
Step 13
blmC
Step 3M2
blmV
+Asparagine
Step 14
blmD
Step 15
blmG
Step 4M3
blmX
+Asparagine
Step 5M4
blmX
+Histidine
Step 6M5
blmIX
+Alanine
Step 7M6
blmVIII
+Malonyl-CoA
Step 8M7
blmVII
+Threonine
Step 9M8
blmIV
+Alanine
Step 10M9
blmIV
+Cysteine
Step 11M10
blmIII
+Cysteine
Step 16
?
+?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions16 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1963-1blmVILoading
Serine
N[C@H](C(O)=O)C—
2963-2blmVIM1
963-1
from: 963-1
N[C@H](C(N)=O)CC—
3963-3blmVM2
963-2;Asparagine
from: 963-2
OC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=O—
4963-4blmXM3
963-3;Asparagine
from: 963-3
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(O)=O)=C1—
5963-5blmXM4
963-4;Histidine
from: 963-4
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(O)=O)=O)=C1—
6963-6blmIXM5
963-5;Alanine
from: 963-5
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(N[C@H](C(O)=O)C)=O)=O)=C1—
7963-7blmVIIIM6
963-6;Malonyl-CoA
from: 963-6
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(N[C@@H]([C@@H](O)[C@H](C)C(O)=O)C)=O)=O)=C1—
8963-8blmVIIM7
963-7;Threonine
from: 963-7
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(N[C@@H]([C@@H](O)[C@H](C)C(N[C@@H]([C@@H](C)O)C(O)=O)=O)C)=O)=O)=C1—
9963-9blmIVM8
963-8;Alanine
from: 963-8
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(N[C@@H]([C@@H](O)[C@H](C)C(N[C@@H]([C@@H](C)O)C(NCCC(O)=O)=O)=O)C)=O)=O)=C1—
10963-10blmIVM9
963-9;Cysteine
from: 963-9
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(N[C@@H]([C@@H](O)[C@H](C)C(N[C@@H]([C@@H](C)O)C(NCCC3=NC(C(O)=O)=CS3)=O)=O)C)=O)=O)=C1—
11963-11blmIIIM10
963-10;Cysteine
from: 963-10
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H](CC2=CNC=N2)C(N[C@@H]([C@@H](O)[C@H](C)C(N[C@@H]([C@@H](C)O)C(NCCC3=NC(C4=NC(C(O)=O)=CS4)=CS3)=O)=O)C)=O)=O)=C1C—
12963-12Start—
OC[C@H]1O[C@H]([R])[C@@H](O)[C@@H](O)[C@@H]1O—
13963-13blmC—
963-12
from: 963-12
OC[C@H]1O[C@H]([R])[C@@H](O)[C@@H](O)[C@@H]1O—
14963-14blmD—
963-13
from: 963-13
OC[C@H]1O[C@H]([R])[C@@H](O)[C@@H](O)[C@@H]1OC(N)=O—
15963-15blmG—
963-13
from: 963-13
O[C@H]1[C@H](O)[C@H](O)[C@@H]([R])O[C@H]1CO—
16963?—
963-11;963-14;963-15;?
from: 963-11, 963-14, 963-15
NC1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(C(N[C@@H]([C@H](O[C@H]2[C@@H](O[C@@H]3[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O3)[C@@H](O)[C@H](O)[C@H](CO)O2)C4=CNC=N4)C(N[C@@H]([C@@H](O)[C@H](C)C(N[C@@H]([C@@H](C)O)C(NCCC5=NC(C6=NC(C(NCCCS(C)C)=O)=CS6)=CS5)=O)=O)C)=O)=O)=C1C—
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