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BGC0002661NRPS

Tasikamide A;Tasikamide B;Tasikamide C

Producing organism
Streptomyces tasikensis
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Kitasatosporales›Streptomycetaceae›Streptomyces
Biosynthetic class
NRPS (Type I)
Total steps
23
DOI
MIBiG entry
View on MIBiG ↗
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C63H82N8O121142.61 Da

Gene Cluster Map16 genes · 34,057 bp

AmTCACACAMTCAECATE5 kb34.1 kb visible · 34,057 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Unknown
Domains
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
CnCOM N-term
CcCOM C-term
TEThioesterase (TE)
EEpimerization (E)
MTMethyltransferase
AmTAminotransferase I/II
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

23 steps · 25 edges
Step 1
Start
+L-Valine
Step 7
Start
+L-glutamic acid
Step 13
Start
+Chorismate
Step 2
?
Step 8
tsk6
Step 14
?
+L-glutamine
Step 3M1
tsk10
+Phenylalanine
Step 9
tsk7
Step 15
?
Step 4M2
tsk10
+Isoleucine
Step 16
?
Step 5M3
tsk10, ?
+Phenylalanine
Step 17
?
Step 6M4
tsk11, ?
+Tryptophan
Step 18
?
+R
Step 10M5
tsk12
Step 19
?
Step 11TE
tsk12
Step 12
?
Step 20
?
Step 21
?
Step 22
?
Step 23
?
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions23 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
12661-1Start—
L-Valine
O=C(O)C(C(C)C)N—
22661-2?—
2661-1
from: 2661-1
OC(C(C)C([R])=O)=O—
32661-3tsk10M1
2661-2;Phenylalanine
from: 2661-2
OC(C(C)C(N[C@@H]([C@H](O)C1=CC=CC=C1)C(O)=O)=O)=O—
42661-4tsk10M2
2661-3;Isoleucine
from: 2661-3
OC(C(C)C(N[C@@H]([C@H](O)C1=CC=CC=C1)C(NC([C@H](CC)C)C(O)=O)=O)=O)=O—
52661-5tsk10, ?M3
2661-4;Phenylalanine
from: 2661-4
OC(C(C)C(N[C@@H]([C@H](O)C1=CC=CC=C1)C(NC([C@H](CC)C)C(N([C@@H]([C@@H](O)C2=CC=CC=C2)C(O)=O)C)=O)=O)=O)=O—
62661-6tsk11, ?M4
2661-5;Tryptophan
from: 2661-5
OC(C(C)C(N[C@@H]([C@H](O)C1=CC=CC=C1)C(NC([C@H](CC)C)C(N([C@@H]([C@@H](O)C2=CC=CC=C2)C(N[C@H](CC3=CNC4=C3C=CC=C4OC)C(O)=O)=O)C)=O)=O)=O)=O—
72661-7Start—
L-glutamic acid
O=C(O)CC[C@H](N)C(O)=O—
82661-8tsk6—
2661-7
from: 2661-7
O=C(O)CC(N)CC(O)=O—
92661-9tsk7—
2661-8
from: 2661-8
C[C@H](N)CC(O)=O—
102661-10tsk12M5
2661-6;2661-9
from: 2661-6, 2661-9
OC(C(C)C(N[C@@H]([C@H](O)C1=CC=CC=C1)C(NC([C@H](CC)C)C(N([C@@H]([C@@H](O)C2=CC=CC=C2)C(N[C@H](CC3=CNC4=C3C=CC=C4OC)C(N[C@@H](C)CC(O)=O)=O)=O)C)=O)=O)=O)=O—
112661-11tsk12TE
2661-10
from: 2661-10
OC(C(C)C(N[C@@H]([C@H](OC(C[C@@H](NC([C@H](NC([C@H]([C@@H](O)C1=CC=CC=C1)N(C)C2=O)=O)CC3=CNC4=C3C=CC=C4OC)=O)C)=O)C5=CC=CC=C5)C(NC2[C@H](CC)C)=O)=O)=O—
122661-12?—
2661-11
from: 2661-11
[H]C(C(C)C(N[C@@H]([C@H](OC(C[C@@H](NC([C@H](NC([C@H]([C@@H](O)C1=CC=CC=C1)N(C)C2=O)=O)CC3=CNC4=C3C=CC=C4OC)=O)C)=O)C5=CC=CC=C5)C(NC2[C@H](CC)C)=O)=O)=O—
132661-13Start—
Chorismate
O=C(O)C1=C[C@@H](OC(C(O)=O)=C)[C@H](O)C=C1—
142661-14?—
2661-13;L-glutamine
from: 2661-13
O=C(O)C1=CC=CC=C1N—
152661-15?—
2661-14
from: 2661-14
OC1=CC=C(N)C(C(O)=O)=C1—
162661-16?—
2661-15
from: 2661-15
OC1=CC=C(N)C(C(O)=O)=C1—
172661-17?—
2661-16
from: 2661-16
OC1=CC=C(N)C(C(O)=O)=C1—
182661-18?—
2661-17;R
from: 2661-17
OC1=CC=C(N)C(C(O[R])=O)=C1—
192661-19?—
2661-18
from: 2661-18
OC1=CC=C([N+]#N)C(C(O[R])=O)=C1—
202661-20?—
2661-12;2661-19
from: 2661-12, 2661-19
OC1=CC=C(N/N=C(C)/C(N[C@@H]([C@H](OC(C[C@@H](NC([C@H](NC([C@H]([C@@H](O)C2=CC=CC=C2)N(C)C3=O)=O)CC4=CNC5=C4C=CC=C5OC)=O)C)=O)/C(C=C)=C/C)C(NC3[C@H](CC)C)=O)=O)C(C(O[R])=O)=C1—
212661(1)?—
2661-12;2661-19
from: 2661-12, 2661-19
C/C(C(N[C@@H]([C@H](OC(C[C@@H](NC([C@H](NC([C@H]([C@@H](O)C1=CC=CC=C1)N(C)C2=O)=O)CC3=CNC4=C3C=CC=C4OC)=O)C)=O)C5=CC=CC=C5)C(NC2[C@H](CC)C)=O)=O)=N\NC(C(C(OCCCCCCCC(C)C)=O)=C6)=CC=C6O—
222661(2)?—
2661-12;2661-19
from: 2661-12, 2661-19
OC1=CC=C(N/N=C(C)/C(N[C@@H]([C@H](OC(C[C@@H](NC([C@H](NC([C@H]([C@@H](O)C2=CC=CC=C2)N(C)C3=O)=O)CC4=CNC5=C4C=CC=C5OC)=O)C)=O)C6=CC=CC=C6)C(NC3[C@H](CC)C)=O)=O)C(C(OCCCCCCCCC(C)C)=O)=C1—
232661(3)?—
2661-12;2661-19
from: 2661-12, 2661-19
OC1=CC=C(N/N=C(C)/C(N[C@@H]([C@H](OC(C[C@@H](NC([C@H](NC([C@H]([C@@H](O)C2=CC=CC=C2)N(C)C3=O)=O)CC4=CNC5=C4C=CC=C5OC)=O)C)=O)C6=CC=CC=C6)C(NC3[C@H](CC)C)=O)=O)C(C(OCCCCCCCCCC(C)C)=O)=C1—
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