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BGC0000336NRPS

daptomycin

Producing organism
Streptomyces filamentosus NRRL 11379
Taxonomy
BacteriaActinomycetotaActinomycetesKitasatosporalesStreptomycetaceaeStreptomyces
Biosynthetic class
NRPS (Type I)
Total steps
15
DOI
MIBiG entry
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daptomycin
C72H101N17O261619.71 Da

Gene Cluster Map16 genes · 63,029 bp

CALACAEACACAACACAEACACAEACA10 kb63.0 kb visible · 63,029 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Other
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
ACPAcyl carrier (ACP)
CnCOM N-term
TEThioesterase (TE)
EEpimerization (E)
CALCoA-ligase (CAL)
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

15 steps · 14 edges
Step 1
start
+decanoyl-CoA
Step 2M1
dptA
+Tryptophan
Step 3M2
dptA
+Asparagine
Step 4M3
dptA
+Aspartic acid
Step 5M4
dptA
+Threonine
Step 6M5
dptA
+Glycine
Step 7M6
dptBC
+Ornithine
Step 8M7
dptBC
+Aspartic acid
Step 9M8
dptBC
+Alalnine
Step 10M9
dptBC
+Aspartic acid
Step 11M10
dptBC
+Glycine
Step 12M11
dptBC
+Serine
Step 13M12
dptD
+3-methylglutamic …
Step 14M13
dptD
+Kynurenine
Step 15TE
dptD
Starting stepIntermediateFinal productModuleLoadingTENo modulePKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions15 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1336-1start
decanoyl-CoA
O=C(CCCCCCCCC)O
2336-2dptAM1
336-1;Tryptophan
from: 336-1
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=O
3336-3dptAM2
336-2;Asparagine
from: 336-2
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(O)=O)=O
4336-4dptAM3
336-3;Aspartic acid
from: 336-3
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(O)=O)=O)=O
5336-5dptAM4
336-4;Threonine
from: 336-4
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(O)=O)=O)=O)=O
6336-6dptAM5
336-5;Glycine
from: 336-5
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(O)=O)=O)=O)=O)=O
7336-7dptBCM6
336-6;Ornithine
from: 336-6
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(O)=O)CCCN)=O)=O)=O)=O)=O
8336-8dptBCM7
336-7;Aspartic acid
from: 336-7
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(O)=O)=O)CCCN)=O)=O)=O)=O)=O
9336-9dptBCM8
336-8;Alalnine
from: 336-8
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
10336-10dptBCM9
336-9;Aspartic acid
from: 336-9
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(O)=O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
11336-11dptBCM10
336-10;Glycine
from: 336-10
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(NCC(O)=O)=O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
12336-12dptBCM11
336-11;Serine
from: 336-11
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(NCC(N[C@H](CO)C(O)=O)=O)=O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
13336-13dptDM12
336-12;3-methylglutamic acid
from: 336-12
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(NCC(N[C@H](CO)C(NC(C(O)=O)[C@@H](C)CC(O)=O)=O)=O)=O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
14336-14dptDM13
336-13;Kynurenine
from: 336-13
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H](C(O)C)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(NCC(N[C@H](CO)C(NC(C(N[C@@H](CC(C3=C(N)C=CC=C3)=O)C(O)=O)=O)[C@@H](C)CC(O)=O)=O)=O)=O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
15336dptDTE
336-14
from: 336-14
O=C(CCCCCCCCC)N[C@@H](CC1=CNC2=C1C=CC=C2)C(N[C@H](CC(N)=O)C(N[C@@H](CCC(O)=O)C(N[C@@H]3C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@H](C)C(N[C@@H](CC(O)=O)C(NCC(N[C@H](CO)C(NC(C(N[C@@H](CC(C4=C(N)C=CC=C4)=O)C(O[C@@H]3C)=O)=O)[C@@H](C)CC(O)=O)=O)=O)=O)=O)=O)=O)CCCN)=O)=O)=O)=O)=O
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