|
type |
Journal Article |
authors |
Kobylarz MJ, Grigg JC, Takayama SJ, Rai DK, Heinrichs DE, Murphy M.E. |
title |
Synthesis of L-2,3-diaminopropionic acid, a siderophore and antibiotic precursor |
journal |
Chem Biol. |
Activity |
2.5.1.140 |
Family |
2.5.1.140 |
sel |
selected |
ui |
24485762 |
year |
(2014) |
volume |
21 |
number |
3 |
pages |
379-88 |
| |
abstract |
L-2,3-diaminopropionic acid (L-Dap) is an amino acid that is a precursor of antibiotics and staphyloferrin B a siderophore produced by Staphylococcus aureus. SbnA and SbnB are encoded by the staphyloferrin B biosynthetic gene cluster and are implicated in L-Dap biosynthesis. We demonstrate here that SbnA uses PLP and substrates O-phospho-L-serine and L-glutamate to produce a metabolite N-(1-amino-1-carboxyl-2-ethyl)-glutamic acid (ACEGA). SbnB is shown to use NAD(+) to oxidatively hydrolyze ACEGA to yield α-ketoglutarate and L-Dap. Also, we describe crystal structures of SbnB in complex with NADH and ACEGA as well as with NAD(+) and α-ketoglutarate to reveal the residues required for substrate binding, oxidation, and hydrolysis. SbnA and SbnB contribute to the iron sparing response of S. aureus that enables staphyloferrin B biosynthesis in the absence of an active tricarboxylic acid cycle. |
last changed |
2018/03/19 13:28 |
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