Enterobactin
General
Type : Siderophore
Chemical_Nomenclature : N-[(3S,7S,11S)-7,11-bis[(2,3-dihydroxybenzoyl)amino]-2,6,10-trioxo-1,5,9-trioxacyclododec-3-yl]-2,3-dihydroxybenzamide
Canonical SMILES : C1C(C(=O)OCC(C(=O)OCC(C(=O)O1)NC(=O)C2=C(C(=CC=C2)O)O)NC(=O)C3=C(C(=CC=C3)O)O)NC(=O)C4=C(C(=CC=C4)O)O
InChI : InChI=1S\/C30H27N3O15\/c34-19-7-1-4-13(22(19)37)25(40)31-16-10-46-29(44)18(33-27(42)15-6-3-9-21(36)24(15)39)12-48-30(45)17(11-47-28(16)43)32-26(41)14-5-2-8-20(35)23(14)38\/h1-9,16-18,34-39H,10-12H2,(H,31,40)(H,32,41)(H,33,42)\/t16-,17-,18-\/m0\/s1
InChIKey : SERBHKJMVBATSJ-BZSNNMDCSA-N
Other name(s) : Enterochelin, CHEBI:28855, UNII-35C9R2N24F, Tri-(2,3-dihydroxy-N-benzoyl-L-serine)-ester, Benzamide, N,N',N''-(2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7,11-triyl)tris[2,3-dihydroxy-, [3S-(3R*,7R*,11R*)]-, N,N',N''-[(3S,7S,11S)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7,11-triyl]tris(2,3-dihydroxybenzamide)
Target
Families : A85-IroE-IroD-Fes-Yiel
References (5)
| Title : Iron Scavenging in Aspergillus Species: Structural and Biochemical Insights into Fungal Siderophore Esterases - Ecker_2018_Angew.Chem.Int.Ed.Engl_57_14624 |
| Author(s) : Ecker F , Haas H , Groll M , Huber EM |
| Ref : Angew Chem Int Ed Engl , 57 :14624 , 2018 |
| Abstract : Ecker_2018_Angew.Chem.Int.Ed.Engl_57_14624 |
| ESTHER : Ecker_2018_Angew.Chem.Int.Ed.Engl_57_14624 |
| PubMedSearch : Ecker_2018_Angew.Chem.Int.Ed.Engl_57_14624 |
| PubMedID: 30070018 |
| Gene_locus related to this paper: aspfu-q4wf29 , emeni-AnEstB , emeni-q5av79 , aspfu-q4wf56 |
| Title : A Key Role for the Periplasmic PfeE Esterase in Iron Acquisition via the Siderophore Enterobactin in Pseudomonas aeruginosa - Perraud_2018_ACS.Chem.Biol_13_2603 |
| Author(s) : Perraud Q , Moynie L , Gasser V , Munier M , Godet J , Hoegy F , Mely Y , Mislin GLA , Naismith JH , Schalk IJ |
| Ref : ACS Chemical Biology , 13 :2603 , 2018 |
| Abstract : Perraud_2018_ACS.Chem.Biol_13_2603 |
| ESTHER : Perraud_2018_ACS.Chem.Biol_13_2603 |
| PubMedSearch : Perraud_2018_ACS.Chem.Biol_13_2603 |
| PubMedID: 30086222 |
| Gene_locus related to this paper: pseae-PA2689 |
| Title : Structural characterization of enterobactin hydrolase IroE - Larsen_2006_Biochemistry_45_10184 |
| Author(s) : Larsen NA , Lin H , Wei R , Fischbach MA , Walsh CT |
| Ref : Biochemistry , 45 :10184 , 2006 |
| Abstract : Larsen_2006_Biochemistry_45_10184 |
| ESTHER : Larsen_2006_Biochemistry_45_10184 |
| PubMedSearch : Larsen_2006_Biochemistry_45_10184 |
| PubMedID: 16922493 |
| Gene_locus related to this paper: ecoli-IROE |