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BGC0002108NRPS

cinnapeptin

Producing organism
Streptomyces viridosporus ATCC 14672
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type 1)
Total steps
12
DOI
MIBiG entry
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cinnapeptin

Gene Cluster Map28 genes · 60,261 bp

KSCAECAECACAECAECACACACAECA10 kb60.3 kb visible · 60,261 bp total
Biosynthetic (core)
Biosynthetic (additional)
Transport
Unknown
Domains
KSKetosynthase (KS)
ATAcyltransferase (AT)
KRKetoreductase (KR)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
CnCOM N-term
CcCOM C-term
TEThioesterase (TE)
EEpimerization (E)
ACPSACP synthase
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

12 steps · 11 edges
Step 1
?
+Malonyl-CoA, Malonyl-CoA
Step 2M1
cip22
+D-alloThreonine
Step 3M2
cip22
+D-Phenylalanine
Step 4M3
cip22
+L-Leucine
Step 5M4
cip22
+D-Tyrosine
Step 6M5
cip22
+D-Lysine
Step 7M6
cip23,cip25
+L-Leucine
Step 8M7
cip23
+L-Serine
Step 9M8
cip23
+L-Tyrosine
Step 10M9
cip23
+D-alloThreonine
Step 11M10
cip24,cip25
+L-Leucine
Step 12TE
cip24
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions12 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12108-1?—
Malonyl-CoA;Malonyl-CoA;Malonyl-CoA;Malonyl-CoA;Malonyl-CoA
OC(/C=C/C1=C(C)C=CC=C1)=O—
22108-2cip22M1
2108-1;D-alloThreonine
from: 2108-1
OC([C@@H]([C@@H](C)O)NC(/C=C/C1=C(C)C=CC=C1)=O)=O—
32108-3cip22M2
2108-2;D-Phenylalanine
from: 2108-2
OC([C@@H](CC1=CC=CC=C1)NC([C@@H]([C@@H](C)O)NC(/C=C/C2=C(C)C=CC=C2)=O)=O)=O—
42108-4cip22M3
2108-3;L-Leucine
from: 2108-3
OC([C@H](CC(C)C)NC([C@@H](CC1=CC=CC=C1)NC([C@@H]([C@@H](C)O)NC(/C=C/C2=C(C)C=CC=C2)=O)=O)=O)=O—
52108-5cip22M4
2108-4;D-Tyrosine
from: 2108-4
OC([C@@H](CC1=CC=C(O)C=C1)NC([C@H](CC(C)C)NC([C@@H](CC2=CC=CC=C2)NC([C@@H]([C@@H](C)O)NC(/C=C/C3=C(C)C=CC=C3)=O)=O)=O)=O)=O—
62108-6cip22M5
2108-5;D-Lysine
from: 2108-5
OC([C@@H](CCCCN)NC([C@@H](CC1=CC=C(O)C=C1)NC([C@H](CC(C)C)NC([C@@H](CC2=CC=CC=C2)NC([C@@H]([C@@H](C)O)NC(/C=C/C3=C(C)C=CC=C3)=O)=O)=O)=O)=O)=O—
72108-7cip23,cip25M6
2108-6;L-Leucine
from: 2108-6
OC([C@H]([C@H](C(C)C)O)NC([C@@H](CCCCN)NC([C@@H](CC1=CC=C(O)C=C1)NC([C@H](CC(C)C)NC([C@@H](CC2=CC=CC=C2)NC([C@@H]([C@@H](C)O)NC(/C=C/C3=C(C)C=CC=C3)=O)=O)=O)=O)=O)=O)=O—
82108-8cip23M7
2108-7;L-Serine
from: 2108-7
OC([C@H](CO)NC([C@H]([C@H](C(C)C)O)NC([C@@H](CCCCN)NC([C@@H](CC1=CC=C(O)C=C1)NC([C@H](CC(C)C)NC([C@@H](CC2=CC=CC=C2)NC([C@@H]([C@@H](C)O)NC(/C=C/C3=C(C)C=CC=C3)=O)=O)=O)=O)=O)=O)=O)=O—
92108-9cip23M8
2108-8;L-Tyrosine
from: 2108-8
OC([C@H](CC1=CC=C(O)C=C1)NC([C@H](CO)NC([C@H]([C@H](C(C)C)O)NC([C@@H](CCCCN)NC([C@@H](CC2=CC=C(O)C=C2)NC([C@H](CC(C)C)NC([C@@H](CC3=CC=CC=C3)NC([C@@H]([C@@H](C)O)NC(/C=C/C4=C(C)C=CC=C4)=O)=O)=O)=O)=O)=O)=O)=O)=O—
102108-10cip23M9
2108-9;D-alloThreonine
from: 2108-9
OC([C@@H]([C@@H](C)O)NC([C@H](CC1=CC=C(O)C=C1)NC([C@H](CO)NC([C@H]([C@H](C(C)C)O)NC([C@@H](CCCCN)NC([C@@H](CC2=CC=C(O)C=C2)NC([C@H](CC(C)C)NC([C@@H](CC3=CC=CC=C3)NC([C@@H]([C@@H](C)O)NC(/C=C/C4=C(C)C=CC=C4)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O—
112108-11cip24,cip25M10
2108-10;L-Leucine
from: 2108-10
O=C([C@H]([C@H](C(C)C)O)NC([C@@H]([C@@H](C)O)NC([C@H](CC1=CC=C(O)C=C1)NC([C@H](CO)NC([C@H]([C@H](C(C)C)O)NC([C@@H](CCCCN)NC([C@@H](CC2=CC=C(O)C=C2)NC([C@H](CC(C)C)NC([C@@H](CC3=CC=CC=C3)NC([C@@H]([C@@H](C)O)NC(/C=C/C4=C(C)C=CC=C4)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)O—
122108cip24TE
2108-11
from: 2108-11
O=C(N[C@@H](CC(C)C)C(N[C@H](CC1=CC=C(O)C=C1)C(N[C@@H](C(N[C@@H]([C@@H](O)C(C)C)C(N[C@H](C(N[C@H](C(N[C@H]([C@H](O)C)C2=O)=O)CC3=CC=C(O)C=C3)=O)CO)=O)=O)CCCCN)=O)=O)[C@H](NC([C@H](NC(/C=C/C4=CC=CC=C4C)=O)[C@H](OC([C@@H](N2)[C@@H](O)C(C)C)=O)C)=O)CC5=CC=CC=C5—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture