(2-Amino-1-hydroxyethyl)phosphonic acid
Reference standards.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to
24 months(2-8C).
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.
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Acs Catalysis, 2017:3521-3531.
Mechanism of Organophosphonate Catabolism by Diiron Oxygenase PhnZ: A Third Iron-Mediated O-O Activation Scenario in Nature.[Reference:
WebLink]
Diiron oxygenase PhnZ catalyzes the catabolism of organophosphonate (Pn) (R)-2-amino-1-hydroxyethylphosphonic((2-Amino-1-hydroxyethyl)phosphonic acid) to glycine and inorganic phosphate (Pi).
METHODS AND RESULTS:
In this Pn catabolism way, PhnZ oxidatively cleaves the highly stable C-P bond in Pn to produce Pi. However, the mechanism of this enzyme that affords aquatic and marine bacteria in Pi-limited environments to utilize the most abundant environmental Pn (2-amino-ethylphosphonic acid) as the source of Pi, is still unclear. In this work, extensive QM/MM calculations reveal that the mechanism of PhnZ consists of four consecutive steps: (1) Rate-limiting Ī±-H abstraction of Pn by FeIII-superoxo; (2) Formation of FeIIIOOCĪ± peroxide; (3) Concerted O insertion into CĪ±-P bond of Pn initiated by āinverseā heterolytic O-O cleavage; (4) Phosphate hydrolysis to glycine and Pi. Intriguingly, the enzymatic reaction mechanism of PhnZ for the crucial breakage of the C-P bond is characterized by the āinverseā heterolytic O-O cleavage of FeIIIOOCĪ± intermediate, which renders the distal O atom more oxidative to oxygenate Pn than the homolytic O-O cleavage.
CONCLUSIONS:
In this way, PhnZ adopts a mechanism quite different from the related diiron oxygenase MIOX, with His62 residue playing an important role. This unusual āinverseā heterolytic O-O cleavage mode, apart from the well-known homolytic and ānormalā heterolytic ones, constitutes a third iron-mediated O-O activation scenario in nature, which is expected to have its broad occurrence in oxidative transformation involving heteroatoms of sulfur and phosphorus.
