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(2-Amino-1-hydroxyethyl)phosphonic acid
(2-Amino-1-hydroxyethyl)phosphonic acid
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name (2-Amino-1-hydroxyethyl)phosphonic acid
Price:
CAS No.: 115511-00-7
Catalog No.: CFN00043
Molecular Formula: C2H8NO4P
Molecular Weight: 141.06 g/mol
Purity: >=98%
Type of Compound: Alkaloids
Physical Desc.: Cryst.
Source: From Acanthamoeba castellanii
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: Reference standards.
(2-Amino-1-hydroxyethyl)phosphonic acid Description
Source: From Acanthamoeba castellanii
Solvent: DMSO, Pyridine, Methanol, Ethanol, etc.
Storage: 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.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089
Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 7.0892 mL 35.4459 mL 70.8918 mL 141.7836 mL 177.2295 mL
5 mM 1.4178 mL 7.0892 mL 14.1784 mL 28.3567 mL 35.4459 mL
10 mM 0.7089 mL 3.5446 mL 7.0892 mL 14.1784 mL 17.723 mL
50 mM 0.1418 mL 0.7089 mL 1.4178 mL 2.8357 mL 3.5446 mL
100 mM 0.0709 mL 0.3545 mL 0.7089 mL 1.4178 mL 1.7723 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
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 α-H abstraction of Pn by FeIII-superoxo; (2) Formation of FeIIIOOCα peroxide; (3) Concerted O insertion into Cα-P bond of Pn initiated by “inverse” 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 “inverse” heterolytic O-O cleavage of FeIIIOOCα 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 “inverse” heterolytic O-O cleavage mode, apart from the well-known homolytic and “normal” 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.
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