Phosphonothreonine

Base Information

• Chemical Name: Phosphonothreonine
• CAS No.: 96193-69-0
• Molecular Formula: C4H10NO6P
• Molecular Weight: 199.1
• DSSTox Substance ID: DTXSID20450442
• Nikkaji Number: J231.839C
• Wikidata: Q27093470
• Metabolomics Workbench ID: 147064
• Mol file: 96193-69-0.mol

Synonyms:D-O-Phospho Threonine;PHOSPHONOTHREONINE;96193-69-0;(2R,3S)-2-Amino-3-phosphonooxybutanoic acid;d-phosphothreonine;D-O-Phosphothreonine;d-threonine phosphate;O-phosphono-D-threonine;SCHEMBL540875;DTXSID20450442;DB02482;Q27093470

Chemical Property of Phosphonothreonine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• PSA: 139.89000
• LogP: -0.40360
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 199.02457404
• Heavy Atom Count: 12
• Complexity: 212

Purity/Quality:

98%Min ^*data from raw suppliers

D-O-Phospho threonine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)N)OP(=O)(O)O
• Isomeric SMILES: C[C@@H]([C@H](C(=O)O)N)OP(=O)(O)O
• Uses: The D enantiomer The D enantiomer of Threonine derivative. Phosphothreonine phosphatase stereoselectivity.

Technology Process of Phosphonothreonine

There total 5 articles about Phosphonothreonine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 43.0%

(R)-2-Amino-4-methyl-3-phosphonooxy-pentanoic acid → (-)-(2R,3R)-β-hydroxyleucine (87421-24-7) + O-phospho-D-threonine (96193-69-0)

Guidance literature:

With phosphatase; In water; at 37 ℃; for 120h;

DOI:10.1021/ja9720422

Reference yield:

O-phospho-DL-threonine (1114-81-4,27530-80-9,96193-69-0) → L-threonine (72-19-5,134357-96-3,7013-32-3,82822-12-6) + O-phospho-D-threonine (96193-69-0)

Guidance literature:

With PhoN-Se (acid phosphatase from Salmonella enterica); In acetate buffer; at 30 ℃; for 5h; pH=3.9 - 5.0;

DOI:10.1002/adsc.200700041

Reference yield:

→ O-phospho-DL-threonine (1114-81-4,27530-80-9,96193-69-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01118a524

upstream raw materials:

DL-threonine

O-phospho-DL-threonine

Downstream raw materials:

L-threonine

2-Oxobutyric acid

phosphoric acid

D-Threonine

Refernces

• 1、 Kimura, Teiji,Vassilev, Vassil P.,Shen, Gwo-Jenn,Wong, Chi-Huey. "Enzymatic synthesis of β-hydroxy-α-amino acids based on recombinant D- and L-threonine aldolases". . p. 11734 - 11742. Retrieved 2007/10/03.