Amphi-enterobactin is an amphiphilic siderophore isolated from a variety of microbial
- Award ID(s):
- 1654611
- NSF-PAR ID:
- 10357526
- Editor(s):
- He, Chuan; Seyedsayamdost, Mohammed R.
- Date Published:
- Journal Name:
- ACS Chemical Biology
- ISSN:
- 1554-8929
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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Abstract Vibrio species. Like enterobactin, amphi-enterobactin is a triscatecholate siderophore; however, it is framed on an expanded tetralactone core comprised of fourl -Ser residues, of which onel -Ser is appended by a fatty acid and the remainingl -Ser residues are appended by 2,3-dihydroxybenzoate (DHB). Fragments of amphi-enterobactin composed of 2-Ser-1-DHB-FA and 3-Ser-2-DHB-FA have been identified in the supernatant ofVibrio campbellii species. The origin of these fragments has not been determined, although two distinct isomers could exist for 2-Ser-1-DHB-FA and three distinct isomers could exist for 3-Ser-2-DHB-FA. The fragments of amphi-enterobactin could originate from hydrolysis of the amphi-enterobactin macrolactone, or from premature release due to an inefficient biosynthetic pathway. Unique masses in the tandem MS analysis establish that certain fragments isolated from the culture supernatant must originate from hydrolysis of the amphi-enterobactin macrolactone, while others cannot be distinguished from premature release during biosynthesis or hydrolysis of amphi-enterobactin.Graphical abstract -
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