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Chemical Structure| 127689-48-9 Chemical Structure| 127689-48-9

Structure of 127689-48-9

Chemical Structure| 127689-48-9

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Product Details of [ 127689-48-9 ]

CAS No. :127689-48-9
Formula : C16H24N4O11
M.W : 448.38
SMILES Code : OC(C(N)CNC(CC(C(O)=O)(O)CC(NCCNC(CCC(C(O)=O)=O)=O)=O)=O)=O
MDL No. :N/A

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Application In Synthesis of [ 127689-48-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 127689-48-9 ]

[ 127689-48-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 328-50-7 ]
  • [ 68-04-2 ]
  • [ 54897-59-5 ]
  • [ 107-15-3 ]
  • [ 127689-48-9 ]
YieldReaction ConditionsOperation in experiment
With ATP; magnesium chloride; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid;SbnC (NIS synthetase); SbnE (NIS synthetase); SbnF (NIS synthetase); In water; at 20℃;pH 7.4;In the dark; In Vitro Synthesis of Staphyloferrin BBioinformatic analyses of the predicted protein products from the staphyloferrin B biosynthesis operon identified three enzymes (SbnC, SbnE and SbnF) that belong to the NIS family of siderophore synthetase enzymes. These enzymes are thought to catalyze the ATP and Mg2+-dependent activation of carboxylate substrates, in a reaction that proceeds through an acyl-adenlyate intermediate that is then recognized by an amine substrate to yield an overall condensation reaction to an amide. To examine the activity of the SbnC, SbnE and SbnF enzymes, and to determine their role in staphyloferrin B synthesis, each was independently overexpressed in E. coli as a hexahistidine-tagged derivative, and subsequently purified using nickel-affinity chromatography. When the three synthetases were incubated together with staphyloferrin B components L-2,3-diaminopropionic acid (Dap), citrate, 1,2-diaminoethane (Dae), and alpha-ketoglutarate (alpha-KG), an ion corresponding to staphyloferrin B was not formed. Additional purified Sbn enzymes were added to the reaction. Notably, when SbnH, a putative PLP-dependent decarboxylase, was combined in reactions with the three synthetases and substrates, an ion corresponding to that of staphyloferrin B was produced. The staphyloferrin B ion was not produced when any of ATP, Mg2+, SbnC, SbnE, SbnF, SbnH, Dap, citrate or alpha-KG was omitted from the reaction (data not shown). Notably, staphyloferrin B synthesis could proceed without the addition of Dae in the reaction. ESI-MS/MS was used to confirm that staphyloferrin B produced in vitro was the same as that isolated from spent culture supernatants of iron-starved S. aureus.
 

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