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Substrate Report for: 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)
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MW|779.63
Formula|C33H51FeN6O12
CAS_number|19624-79-4
PubChem|6441418
UniChem|KUQNHSOWVDQAOF-BBXZRSJSSA-N
IUPHAR|
Wikipedia|

Target
Families | Fusigen ligand of proteins in family: Duf_1749
Protein | aspfu-q4wf56

References:
Search PubMed for references concerning: Fusigen

1 more
    Title: Fusarinine C, a novel siderophore-based bifunctional chelator for radiolabeling with Gallium-68
    Zhai C, Summer D, Rangger C, Haas H, Haubner R, Decristoforo C
    Ref: J Labelled Comp Radiopharm, 58:209, 2015 : PubMed

            

    Title: Fungal siderophore metabolism with a focus on Aspergillus fumigatus
    Haas H
    Ref: Nat Prod Rep, 31:1266, 2014 : PubMed

            

    Title: Aspergillus fumigatus SidJ Mediates Intracellular Siderophore Hydrolysis
    Grundlinger M, Gsaller F, Schrettl M, Lindner H, Haas H
    Ref: Applied Environmental Microbiology, 79:7534, 2013 : PubMed