Fusigen
Ferri-FSC (Fusarine C, Fusigen) is a siderophore made of three N5-anhydromevalonyl-N5-hydroxyornithine residues, termed fusarinine (FS), which is cyclically linked by ester bonds. Both extra- and intracellular siderophores have been shown to be crucial for the virulence of A. fumigatus. Subsequent to chelation of iron and uptake, FSC is hydrolyzed and the iron is transferred to the metabolism or to the intracellular siderophore FC for transport and storage of iron. SidJ is an esterase which hydrolyse Ferri-FSC. However this protein is only representative of trypanosomatid members of this sequence family as these proteins lack some if not all of the catalytic triad residues. TafC esterase EstB of from Aspergillus fumigatus does not hydrolyses fusigen-Fusarinine C
General
Type : Siderophore
Chemical_Nomenclature : iron(3+)\;(9Z,21Z,33Z)-3,15,27-triamino-10,22,34-trimethyl-7,19,31-trioxido-1,13,25-trioxa-7,19,31-triazacyclohexatriaconta-9,21,33-triene-2,8,14,20,26,32-hexone
Canonical SMILES : CC1=CC(=O)N(CCCC(C(=O)OCCC(=CC(=O)N(CCCC(C(=O)OCCC(=CC(=O)N(CCCC(C(=O)OCC1)N)[O-])C)N)[O-])C)N)[O-].[Fe+3]
InChI :
InChIKey : KUQNHSOWVDQAOF-BBXZRSJSSA-N
Other name(s) : FSC || Ferri-FSC || Fusarinine C || 3,15,27-Triamino-7,19,31-trihydroxy-10,22,34-trimethyl-1,13,25-triox-7,19,31-triazacyclohexa- triaconta-9,21,33-triene-2,8,1420,26,32-hexonato- iron (stereoisomer)
MW : 779.63
Formula : C33H51FeN6O12
CAS_number : 19624-79-4
PubChem : 6441418
UniChem : KUQNHSOWVDQAOF-BBXZRSJSSA-N
Target
Structures : No structure
Families : Fusarinine_C_esterase_sidJ
References (4)
| 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 : |
| 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 : Fusarinine C, a novel siderophore-based bifunctional chelator for radiolabeling with Gallium-68 - Zhai_2015_J.Labelled.Comp.Radiopharm_58_209 |
| Author(s) : Zhai C , Summer D , Rangger C , Haas H , Haubner R , Decristoforo C |
| Ref : J Labelled Comp Radiopharm , 58 :209 , 2015 |
| Abstract : |
| PubMedSearch : Zhai_2015_J.Labelled.Comp.Radiopharm_58_209 |
| PubMedID: 25874571 |
| Title : Fungal siderophore metabolism with a focus on Aspergillus fumigatus - Haas_2014_Nat.Prod.Rep_31_1266 |
| Author(s) : Haas H |
| Ref : Nat Prod Rep , 31 :1266 , 2014 |
| Abstract : |
| PubMedSearch : Haas_2014_Nat.Prod.Rep_31_1266 |
| PubMedID: 25140791 |
| Title : Aspergillus fumigatus SidJ Mediates Intracellular Siderophore Hydrolysis - Grundlinger_2013_Appl.Environ.Microbiol_79_7534 |
| Author(s) : Grundlinger M , Gsaller F , Schrettl M , Lindner H , Haas H |
| Ref : Applied Environmental Microbiology , 79 :7534 , 2013 |
| Abstract : |
| PubMedSearch : Grundlinger_2013_Appl.Environ.Microbiol_79_7534 |
| PubMedID: 24038704 |
| Gene_locus related to this paper: aspfu-q4wf56 |