Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA008961
PROPERTIES
| NPAID | NPA008961 |
|---|---|
| CLUSTER ID | 3769 |
| NODE ID | 2829 |
| NAME | Plantazolicin |
| FORMULA | C63H69N17O13S2 |
| MOLECULAR WEIGHT (Da) | 1336.4850 |
| ACCURATE MASS (Da) | 1335.4702 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Bacillus |
| ORIGIN SPECIES | amyloliquefaciens FZB42 |
| InChIKey | SKALCVOFYPVXLA-DUJKJIRYSA-N |
| InChI | InChI=1S/C63H69N17O13S2/c1-11-28(3)43(74-51(83)46-31(6)93-59(77-46)47-32(7)91-56(78-47)41-27-95-61(73-41)48-33(8)92-57(79-48)40-26-94-60(72-40)42(80(9)10)19-16-20-66-63(64)65)49(81)75-44(29(4)12-2)58-71-38(24-89-58)54-69-36(22-87-54)52-68-37(23-86-52)53-70-39(25-88-53)55-76-45(30(5)90-55)50(82)67-35(62(84)85)21-34-17-14-13-15-18-34/h13-15,17-18,22-30,35,42-45H,11-12,16,19-21H2,1-10H3,(H,67,82)(H,74,83)(H,75,81)(H,84,85)(H4,64,65,66)/t28-,29-,30?,35-,42?,43-,44-,45?/m0/s1 |
| SMILES | CC[C@H](C)[C@@H](C1=NC(=CO1)C2=NC(=CO2)C3=NC(=CO3)C4=NC(=CO4)C5=NC(C(O5)C)C(=O)N[C@@H](CC6=CC=CC=C6)C(=O)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)C7=C(OC(=N7)C8=C(OC(=N8)C9=CSC(=N9)C1=C(OC(=N1)C1=CSC(=N1)C(CCCN=C(N)N)N(C)C)C)C)C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Molohon KJ; Melby JO; Lee J; Evans BS; Dunbar KL; Bumpus SB; Kelleher NL; Mitchell DA Structure determination and interception of biosynthetic intermediates for the plantazolicin class of highly discriminating antibiotics ACS Chemical Biology 2011 6 (12) 1307-1313. | ||
|---|---|---|---|
| DOI | 10.1021/cb200339d | PMID | 21950656 |
SYNTHESES
| CITATION 1 | Banala S; Ensle P; Süssmuth RD Total synthesis of the ribosomally synthesized linear azole-containing peptide plantazolicin A from Bacillus amyloliquefaciens. Angewandte Chemie International Edition 2013 52 (36) 9518-23. DOI: 10.1002/anie.201302266 PMID: 23761292 | ||
|---|---|---|---|
| CITATION 2 | Wilson ZE; Fenner S; Ley SV Total syntheses of linear polythiazole/oxazole plantazolicin A and its biosynthetic precursor plantazolicin B. Angewandte Chemie International Edition 2015 54 (4) 1284-8. DOI: 10.1002/anie.201410063 PMID: 25424526 | ||
| CITATION 3 | Wada H; Williams HE; Moody CJ Total Synthesis of the Posttranslationally Modified Polyazole Peptide Antibiotic Plantazolicin A. Angewandte Chemie International Edition 2015 54 (50) 15147-51. DOI: 10.1002/anie.201507062 PMID: 26473502 | ||
| CITATION 4 | Fenner S; Wilson ZE; Ley SV The Total Synthesis of the Bioactive Natural Product Plantazolicin A and Its Biosynthetic Precursor Plantazolicin B. Chemistry - A European Journal 2016 22 (44) 15902-15912. DOI: 10.1002/chem.201603157 PMID: 27619732 | ||
