Volume 12, Issue 6, Pages (June 2005)

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Volume 12, Issue 6, Pages 665-675 (June 2005) Biosynthesis of the Unique Amino Acid Side Chain of Butirosin: Possible Protective- Group Chemistry in an Acyl Carrier Protein-Mediated Pathway Yanyan Li, Nicholas M. Llewellyn, Ramesh Giri, Fanglu Huang, Jonathan B. Spencer Chemistry & Biology Volume 12, Issue 6, Pages 665-675 (June 2005) DOI: 10.1016/j.chembiol.2005.04.010 Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 1 Molecular Structures of Aminoglycoside Antibiotics Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 2 Comparison of Butirosin and Neomycin Gene Clusters Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 3 4′-Phosphopantetheinylation of BtrI LC and MS traces of (A) apo-BtrI and (B) holo-BtrI produced by incubation of apo-BtrI with Sfp and CoA. Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 4 γ-L-Glutamylation of BtrI LC and MS traces of γ-L-glutamyl-S-BtrI produced by incubation of holo-BtrI with BtrJ and L-glutamate. Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 5 Hydroxylation of Butyryl-S-BtrI LC and MS traces of butyryl-S-BtrI and 2-hydroxybutyryl-S-BtrI produced by incubation of apo-BtrI with Sfp and butyryl-CoA followed by addition of BtrO and BtrV. Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 6 Decarboxylation of γ-L-Glu-S-BtrI LC and MS traces of the BtrJ γ-glutamylation reaction mixture after addition of (A) BtrK, producing γ-L-Glu-GABA-S-BtrI, (B) EDTA and then BtrK, producing GABA-S-BtrI, and (C) BtrK and then BtrO and BtrV, producing γ-L-Glu-AHBA-S-BtrI. Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions

Figure 7 Biosynthetic Pathway of AHBA Leading to Butirosins A and B Chemistry & Biology 2005 12, 665-675DOI: (10.1016/j.chembiol.2005.04.010) Copyright © 2005 Elsevier Ltd Terms and Conditions