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BGC0002409NRPS

Frankobactin A1;Frankobactin A2;Frankobactin A3;Frankobactin B1;Frankobactin B2;Frankobactin B3;Frankobactin C1

Producing organism
Parafrankia sp. CH37
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Frankiales›Frankiaceae›Parafrankia
Biosynthetic class
NRPS (Type I)
Total steps
30
DOI
MIBiG entry
View on MIBiG ↗
Loading…

Gene Cluster Map16 genes · 41,702 bp

ACACAECAMTCACEA10 kb41.7 kb visible · 41,702 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
EEpimerization (E)
MTMethyltransferase

Pathway Graphsteps arranged in biosynthetic order

30 steps · 29 edges
Step 1Load
?
Step 2M1
?
+Serine
Step 3M2
IHE48_05565
+β-alanine
Step 4M2
IHE48_05565
+β-alanine
Step 16M2
IHE48_05565
+Glycine
Step 17M2
IHE48_05565
+Glycine
Step 5M3
IHE48_05565
+Threonine
Step 6M3
IHE48_05565
+Threonine
Step 18M3
IHE48_05565
+Threonine
Step 19M3
IHE48_05565
+Threonine
Step 7M4
IHE48_05565
+α-N-methyl-δ-N-hy…
Step 8M4
IHE48_05565
+α-N-methyl-δ-N-hy…
Step 20M4
IHE48_05565
+α-N-methyl-δ-N-hy…
Step 21M4
IHE48_05565
+α-N-methyl-δ-N-hy…
Step 9M5
IHE48_05565
+L-Ornithine
Step 10M5
IHE48_05565
+L-Ornithine
Step 22M5
IHE48_05565
+L-Ornithine
Step 23M5
IHE48_05565
+L-Ornithine
Step 11M6
IHE48_05565
+δ-N-formyl-δ-N-hy…
Step 12M6
IHE48_05565
+δ-N-formyl-δ-N-hy…
Step 24M6
IHE48_05565
+δ-N-formyl-δ-N-hy…
Step 25M6
IHE48_05565
+δ-N-formyl-δ-N-hy…
Step 13
IHE48_05565
Step 14
IHE48_05565
Step 15
IHE48_05595
Step 26M6
IHE48_05565
+δ-N-acetyl-δ-N-hy…
Step 27
IHE48_05565
Step 28
IHE48_05565
Step 30
IHE48_05595
Step 29
IHE48_05565
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions30 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12409-1?Loading
OC(C1=C(O)C=CC=C1)=O—
22409-2?M1
2409-1;Serine
from: 2409-1
OC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O—
32409-3IHE48_05565M2
2409-2;β-alanine
from: 2409-2
OC(CCNC([C@@H]1COC(C2=C(O)C=CC=C2)=N1)=O)=O—
42409-4IHE48_05565M2
2409-2;β-alanine
from: 2409-2
OC(CCNC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O)=O—
52409-5IHE48_05565M3
2409-3;Threonine
from: 2409-3
OC([C@@H]([C@@H](C)O)NC(CCNC([C@@H]1COC(C2=C(O)C=CC=C2)=N1)=O)=O)=O—
62409-6IHE48_05565M3
2409-4;Threonine
from: 2409-4
OC([C@@H]([C@@H](C)O)NC(CCNC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O)=O)=O—
72409-7IHE48_05565M4
2409-5;α-N-methyl-δ-N-hydroxy-l-ornithine
from: 2409-5
OC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@@H]1COC(C2=C(O)C=CC=C2)=N1)=O)=O)=O)=O—
82409-8IHE48_05565M4
2409-6;α-N-methyl-δ-N-hydroxy-l-ornithine
from: 2409-6
OC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O)=O)=O)=O—
92409-9IHE48_05565M5
2409-7;L-Ornithine
from: 2409-7
OC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@@H]1COC(C2=C(O)C=CC=C2)=N1)=O)=O)=O)=O)CCCN)=O—
102409-10IHE48_05565M5
2409-8;L-Ornithine
from: 2409-8
OC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O)=O)=O)=O)CCCN)=O—
112409-11IHE48_05565M6
2409-9;δ-N-formyl-δ-N-hydroxy-l-ornithine
from: 2409-9
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@@H]1COC(C2=C(O)C=CC=C2)=N1)=O)=O)=O)=O)CCCN)=O—
122409-12IHE48_05565M6
2409-10;δ-N-formyl-δ-N-hydroxy-l-ornithine
from: 2409-10
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O)=O)=O)=O)CCCN)=O—
132409(1)IHE48_05565—
2409-11
from: 2409-11
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@@H]1COC(C2=C(O)C=CC=C2)=N1)=O)=O)=O)=O)CCCN)=O—
142409(2)IHE48_05565—
2409-12
from: 2409-12
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CCNC([C@H](CO)NC(C1=C(O)C=CC=C1)=O)=O)=O)=O)=O)CCCN)=O—
152409(3)IHE48_05595—
2409-11
from: 2409-11
O=C(N[C@H]1CCCN)[C@H](CCCNO)N(C)C([C@@H]([C@@H](C)OC([C@@H](NC1=O)CCCN(C=O)O)=O)NC(CCNC([C@@H]2COC(C3=C(O)C=CC=C3)=N2)=O)=O)=O—
162409-13IHE48_05565M2
2409-2;Glycine
from: 2409-2
OC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O—
172409-14IHE48_05565M2
2409-2;Glycine
from: 2409-2
OC(CNC([C@@H](NC(C(C=CC=C1)=C1O)=O)CO)=O)=O—
182409-15IHE48_05565M3
2409-13;Threonine
from: 2409-13
OC([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O—
192409-16IHE48_05565M3
2409-14;Threonine
from: 2409-14
OC([C@@H]([C@@H](C)O)NC(CNC([C@@H](NC(C(C=CC=C1)=C1O)=O)CO)=O)=O)=O—
202409-17IHE48_05565M4
2409-15;α-N-methyl-δ-N-hydroxy-l-ornithine
from: 2409-15
OC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O)=O—
212409-18IHE48_05565M4
2409-16;α-N-methyl-δ-N-hydroxy-l-ornithine
from: 2409-16
OC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@@H](NC(C(C=CC=C1)=C1O)=O)CO)=O)=O)=O)=O—
222409-19IHE48_05565M5
2409-17;L-Ornithine
from: 2409-17
OC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O)=O)CCCN)=O—
232409-20IHE48_05565M5
2409-18;L-Ornithine
from: 2409-18
OC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@@H](NC(C(C=CC=C1)=C1O)=O)CO)=O)=O)=O)=O)CCCN)=O—
242409-21IHE48_05565M6
2409-19;δ-N-formyl-δ-N-hydroxy-l-ornithine
from: 2409-19
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O)=O)CCCN)=O—
252409-22IHE48_05565M6
2409-20;δ-N-formyl-δ-N-hydroxy-l-ornithine
from: 2409-20
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@@H](NC(C(C=CC=C1)=C1O)=O)CO)=O)=O)=O)=O)CCCN)=O—
262409-23IHE48_05565M6
2409-21;δ-N-acetyl-δ-N-hydroxy-l-ornithine
from: 2409-21
O=C(O)[C@H](CCCN(C(C)=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O)=O)CCCN)=O—
272409-24IHE48_05565—
2409-21
from: 2409-21
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O)=O)CCCN)=O—
282409-25IHE48_05565—
2409-22
from: 2409-22
O=C(O)[C@H](CCCN(C=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@@H](NC(C(C=CC=C1)=C1O)=O)CO)=O)=O)=O)=O)CCCN)=O—
292409-26IHE48_05565—
2409-23
from: 2409-23
O=C(O)[C@H](CCCN(C(C)=O)O)NC([C@@H](NC([C@H](CCCNO)N(C)C([C@@H]([C@@H](C)O)NC(CNC([C@H]1N=C(OC1)C(C=CC=C2)=C2O)=O)=O)=O)=O)CCCN)=O—
302409-27IHE48_05595—
2409-21
from: 2409-21
O=C(N[C@H]1CCCN)[C@H](CCCNO)N(C)C([C@@H]([C@@H](C)OC([C@@H](NC1=O)CCCN(C=O)O)=O)NC(CNC([C@H]2N=C(OC2)C(C=CC=C3)=C3O)=O)=O)=O—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture