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(2-Amino-1-hydroxyethyl)phosphonic acid

CAS# 115511-00-7

(2-Amino-1-hydroxyethyl)phosphonic acid

Catalog No. BCN1613----Order now to get a substantial discount!

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Quality Control of (2-Amino-1-hydroxyethyl)phosphonic acid

Number of papers citing our products

Chemical structure

(2-Amino-1-hydroxyethyl)phosphonic acid

3D structure

Chemical Properties of (2-Amino-1-hydroxyethyl)phosphonic acid

Cas No. 115511-00-7 SDF Download SDF
PubChem ID 440756 Appearance Cryst.
Formula C2H8NO4P M.Wt 141.06
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms 1-Hydroxy-2-Aminoethylphosphonic Acid
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2-amino-1-hydroxyethyl)phosphonic acid
SMILES C(C(O)P(=O)(O)O)N
Standard InChIKey RTTXIBKRJFIBBG-UHFFFAOYSA-N
Standard InChI InChI=1S/C2H8NO4P/c3-1-2(4)8(5,6)7/h2,4H,1,3H2,(H2,5,6,7)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of (2-Amino-1-hydroxyethyl)phosphonic acid

The Acanthamoeba castellanii

Protocol of (2-Amino-1-hydroxyethyl)phosphonic acid

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.

(2-Amino-1-hydroxyethyl)phosphonic acid Dilution Calculator

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(2-Amino-1-hydroxyethyl)phosphonic acid Molarity Calculator

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Preparing Stock Solutions of (2-Amino-1-hydroxyethyl)phosphonic acid

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 necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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