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BGC0000440NRPS

Teicoplanin A2-1;Teicoplanin A2-2;Teicoplanin A2-3;Teicoplanin A2-4;Teicoplanin A2-5

Producing organism
Actinoplanes teichomyceticus
Taxonomy
Bacteria›Actinomycetota›Actinomycetes›Micromonosporales›Micromonosporaceae›Actinoplanes
Biosynthetic class
NRPS (Type I)
Total steps
18
DOI
MIBiG entry
View on MIBiG ↗
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C88H95Cl2N9O331875.54 Da

Gene Cluster Map53 genes · 89,713 bp

CAL20 kb89.7 kb visible · 89,713 bp total
Biosynthetic (core)
Biosynthetic (additional)
Regulatory
Transport
Resistance
Other
Unknown
Domains
KRKetoreductase (KR)
CCondensation (C)
AAdenylation (A)
PCPPeptidyl carrier (PCP)
CnCOM N-term
TEThioesterase (TE)
EEpimerization (E)
ECHEnoyl-CoA hydratase
CALCoA-ligase (CAL)
AmTAminotransferase I/II
XPutative domain (X)
TgrTIGR01720

Pathway Graphsteps arranged in biosynthetic order

18 steps · 17 edges
Step 1M1
tcp9
+hydroxyphenylglyc…
Step 9
Start
+UDP-N-acetyl-D-gl…
Step 10
Start
+UDP-glucose
Step 2M2
tcp9
+Tyrosine
Step 3M3
tcp10
+3,5-dihydroxyphen…
Step 4M4
tcp11
+hydroxyphenylglyc…
Step 5M5
tcp11
+hydroxyphenylglyc…
Step 6M6
tcp11
+beta-hydroxytyros…
Step 7M7
tcp12
+3,5-dihydroxyphen…
Step 8TE
tcp12
Step 11
tcp22, ?
Step 12
tcp14
Step 13
tcp23
+Acyl-CoA
Step 14
tcp23
+Acyl-CoA
Step 15
tcp23
+Acyl-CoA
Step 16
tcp23
+Acyl-CoA
Step 17
tcp23
+Acyl-CoA
Step 18
tcp23
+Acyl-CoA
Starting stepIntermediateFinal product│ModuleLoadingTENo module│PKS stepNRPS stepTailoring/otherScroll to pan · Wheel to zoom

Biosynthetic Reactions18 steps

StepProduct IDEnzymeModuleSubstrateProduct SMILESNotes
1440-1tcp9M1
hydroxyphenylglycine
OC([C@H](N)C1=CC=C(O)C=C1)=O—
2440-2tcp9M2
440-1;Tyrosine
from: 440-1
OC1=CC=C(C[C@@H](NC([C@H](N)C2=CC=C(O)C=C2)=O)C(O)=O)C=C1Cl—
3440-3tcp10M3
440-2;3,5-dihydroxyphenylglycine
from: 440-2
OC1=CC=C(C[C@@H](NC([C@@H]2N)=O)C(NC(C3=CC(OC4=C(O)C=CC2=C4)=CC(O)=C3)C(O)=O)=O)C=C1Cl—
4440-4tcp11M4
440-3;hydroxyphenylglycine
from: 440-3
OC1=C(OC2=CC=C(C[C@@H](NC([C@@H]3N)=O)C(NC4C5=CC(OC6=C(O)C=CC3=C6)=CC(O)=C5)=O)C=C2Cl)C=C([C@@](C(O)=O)([H])NC4=O)C=C1—
5440-5tcp11M5
440-4;hydroxyphenylglycine
from: 440-4
OC1=C(OC2=CC=C(C[C@@H](NC([C@@H]3N)=O)C(NC4C5=CC(OC6=C(O)C=CC3=C6)=CC(O)=C5)=O)C=C2Cl)C=C([C@@](C(N[C@@](C7=CC=C(O)C=C7)([H])C(O)=O)=O)([H])NC4=O)C=C1—
6440-6tcp11M6
440-5;beta-hydroxytyrosine
from: 440-5
OC1=C(OC2=CC=C(C[C@@H](NC([C@@H]3N)=O)C(NC4C5=CC(OC6=C(O)C=CC3=C6)=CC(O)=C5)=O)C=C2Cl)C=C([C@@](C(N[C@]7([H])C8=CC=C(O)C=C8)=O)([H])NC4=O)C=C1OC9=C(Cl)C=C([C@@H](O)[C@](C(O)=O)([H])NC7=O)C=C9—
7440-7tcp12M7
440-6;3,5-dihydroxyphenylglycine
from: 440-6
OC1=C(OC2=CC=C(C[C@@H](NC([C@@H]3N)=O)C(NC4C5=CC(OC6=C(O)C=CC3=C6)=CC(O)=C5)=O)C=C2Cl)C=C([C@@](C(N[C@]7([H])C8=CC=C(O)C=C8)=O)([H])NC4=O)C=C1OC9=C(Cl)C=C([C@@H](O)[C@](C(N[C@]([H])(C(O)=O)C%10=CC(O)=CC(O)=C%10)=O)([H])NC7=O)C=C9—
8440-8tcp12TE
440-7
from: 440-7
OC1=C(OC2=CC=C(C[C@@H](NC([C@@H]3N)=O)C(NC4C5=CC(OC6=C(O)C=CC3=C6)=CC(O)=C5)=O)C=C2Cl)C=C([C@@](C(NC7([H])C8=CC=C(O)C9=C8)=O)([H])NC4=O)C=C1OC%10=C(Cl)C=C([C@@H](O)[C@](C(N[C@]([H])(C(O)=O)C%11=CC(O)=CC(O)=C%119)=O)([H])NC7=O)C=C%10—
9440-9Start—
UDP-N-acetyl-D-glucosamine
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H]([R])[C@@H]1NC(C)=O—
10440-10Start—
UDP-glucose
[R][C@@H]1[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1—
11440-11tcp22, ?—
440-8;440-9;440-9;440-10
from: 440-8, 440-9, 440-9, 440-10
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](NC(C)=O)[C@H](O)[C@@H](O)[C@H](CO)O%14—
12440-12tcp14—
440-11
from: 440-11
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](N)[C@H](O)[C@@H](O)[C@H](CO)O%14—
13440-13tcp23—
440-12;Acyl-CoA
from: 440-12
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H]([R])[C@H](O)[C@@H](O)[C@H](CO)O%14—
14440(1)tcp23—
440-12;Acyl-CoA
from: 440-12
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](NC(CC/C=C\CCCCC)=O)[C@H](O)[C@@H](O)[C@H](CO)O%14—
15440(2)tcp23—
440-12;Acyl-CoA
from: 440-12
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](NC(CCCCCCC(C)C)=O)[C@H](O)[C@@H](O)[C@H](CO)O%14—
16440(3)tcp23—
440-12;Acyl-CoA
from: 440-12
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](NC(CCCCCCCCC)=O)[C@H](O)[C@@H](O)[C@H](CO)O%14—
17440(4)tcp23—
440-12;Acyl-CoA
from: 440-12
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](NC(CCCCCCC(C)CC)=O)[C@H](O)[C@@H](O)[C@H](CO)O%14—
18440(5)tcp23—
440-12;Acyl-CoA
from: 440-12
ClC1=C(C=CC([C@@H](O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O2)[C@](C(N[C@]([H])(C(O)=O)C3=CC(O)=CC(O[C@@H]4[C@@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)=C53)=O)([H])NC6=O)=C1)OC7=CC([C@@](C(NC6([H])C8=CC=C(O)C5=C8)=O)([H])NC9=O)=CC(OC%10=CC=C(C[C@@H](NC([C@@H]%11N)=O)C(NC9C%12=CC(OC%13=C(O)C=CC%11=C%13)=CC(O)=C%12)=O)C=C%10Cl)=C7O[C@@H]%14[C@@H](NC(CCCCCCCC(C)C)=O)[C@H](O)[C@@H](O)[C@H](CO)O%14—
Click any row to view the chemical structure · Click a module badge (M1, TE…) to view domain architecture