7qi3

Structural highlights

Function

FDB2_GIBMO N-malonyltransferase; part of the Fusarium detoxification of benzoxazolinone cluster 2 (FDB2) involved in the degradation of benzoxazolinones produced by the host plant (PubMed:19302487, PubMed:26808652). Maize, wheat, and rye produce the 2 benzoxazinone phytoanticipins 2,4-dihy-droxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA) and 2,4-dihydroxy-1,4-benzoxazin-3-one (DIBOA) that, due to their inherent instability once released, spontaneously degrade to the more stable corresponding benzoxazolinones, 6-methoxy-2-benzoxazolinone (MBOA) and 2-benzoxazolinone (BOA), respectively (PubMed:11876429). The first step in the detoxification of benzoxazolinones involves the hydrolysis of the cyclic ester bond of benzoxazolinones by the FDB1 cluster gamma-lactamase MBL1 to aminophenols (PubMed:26808652, PubMed:12788712). MBL1 is able to convert BOA into 2-aminophenol (2-AP), as well as MBOA into 5-methoxy-2-aminophenol (2-AMP) (PubMed:26808652, PubMed:12788712). The FDB2 cluster N-malonyltransferase FDB2/NAT1 then metabolizes aminophenols via N-malonylation to non-toxic malonamic acids (PubMed:19302487, PubMed:12788712). FDB2/NAT1 converts 2-AP into N-(2-hydroxyphenyl) malonamic acid (HPMA) and 2-AMP into N-(2-hydroxy-4-methoxyphenyl) malonamic acid (HMPMA) (PubMed:19302487, PubMed:12788712). The duplicated dienlactone hydrolases DLH1 and DLH2 may provide redundant function for hydrolyzing the lactone moiety in the BOA molecule (Probable). The roles of the amidases an other enzymes encoded by the 2 FDB clusters have not been identified so far (Probable).^{[1] [2] [3] [4] [5]}

References

1. ↑ Glenn AE, Gold SE, Bacon CW. Fdb1 and Fdb2, Fusarium verticillioides loci necessary for detoxification of preformed antimicrobials from corn. Mol Plant Microbe Interact. 2002 Feb;15(2):91-101. doi: , 10.1094/MPMI.2002.15.2.91. PMID:11876429 doi:http://dx.doi.org/10.1094/MPMI.2002.15.2.91
2. ↑ Glenn AE, Meredith FI, Morrison WH 3rd, Bacon CW. Identification of intermediate and branch metabolites resulting from biotransformation of 2-benzoxazolinone by Fusarium verticillioides. Appl Environ Microbiol. 2003 Jun;69(6):3165-9. doi: , 10.1128/AEM.69.6.3165-3169.2003. PMID:12788712 doi:http://dx.doi.org/10.1128/AEM.69.6.3165-3169.2003
3. ↑ Glenn AE, Bacon CW. FDB2 encodes a member of the arylamine N-acetyltransferase family and is necessary for biotransformation of benzoxazolinones by Fusarium verticillioides. J Appl Microbiol. 2009 Aug;107(2):657-71. doi: 10.1111/j.1365-2672.2009.04246.x. , Epub 2009 Mar 19. PMID:19302487 doi:http://dx.doi.org/10.1111/j.1365-2672.2009.04246.x
4. ↑ Glenn AE, Davis CB, Gao M, Gold SE, Mitchell TR, Proctor RH, Stewart JE, Snook ME. Two Horizontally Transferred Xenobiotic Resistance Gene Clusters Associated with Detoxification of Benzoxazolinones by Fusarium Species. PLoS One. 2016 Jan 25;11(1):e0147486. doi: 10.1371/journal.pone.0147486. , eCollection 2016. PMID:26808652 doi:http://dx.doi.org/10.1371/journal.pone.0147486
5. ↑ Glenn AE, Davis CB, Gao M, Gold SE, Mitchell TR, Proctor RH, Stewart JE, Snook ME. Two Horizontally Transferred Xenobiotic Resistance Gene Clusters Associated with Detoxification of Benzoxazolinones by Fusarium Species. PLoS One. 2016 Jan 25;11(1):e0147486. doi: 10.1371/journal.pone.0147486. , eCollection 2016. PMID:26808652 doi:http://dx.doi.org/10.1371/journal.pone.0147486