(2S)-3-acetyloxy-2-azaniumylpropanoate

Base Information

• Chemical Name: (2S)-3-acetyloxy-2-azaniumylpropanoate
• CAS No.: 5147-00-2
• Molecular Formula: C5H9 N O4
• Molecular Weight: 147.131
• Hs Code.: 2922509090
• Mol file: 5147-00-2.mol

Synonyms:(2S)-3-acetyloxy-2-azaniumylpropanoate;(2S)-3-acetoxy-2-ammoniopropanoate;(2S)-3-acetoxy-2-azaniumylpropanoate;O-acetyl-L-serine zwitterion;CHEBI:58340;(2S)-3-acetyloxy-2-aminopropanoate

Chemical Property of (2S)-3-acetyloxy-2-azaniumylpropanoate

Chemical Property:

• Vapor Pressure: 0.000318mmHg at 25°C
• Melting Point: 151.5-151.8 °C
• Boiling Point: 297.7°Cat760mmHg
• PKA: 1.98±0.10(Predicted)
• Flash Point: 133.8°C
• PSA: 89.62000
• Density: 1.299g/cm³
• LogP: -0.33830
• Storage Temp.: 2-8°C
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 147.05315777
• Heavy Atom Count: 10
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

O-Acetyl-L-serine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: CC(=O)OC[C@@H](C(=O)[O-])[NH3+]
• Uses: O-Acetyl-L-serine is used in methods for identifying compounds for inhibiting COX-1, COX-2 and lipoxygenase for selective elimination of senescent cells.

Technology Process of (2S)-3-acetyloxy-2-azaniumylpropanoate

There total 4 articles about (2S)-3-acetyloxy-2-azaniumylpropanoate 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: 75.0%

L-serin (56-45-1,83245-15-2) + acetyl chloride (75-36-5) → O-acetyl-L-serine (5147-00-2,25248-96-8,44901-25-9)

Guidance literature:

With hydrogenchloride; acetic acid; at 0 ℃; for 30h;

DOI:10.1021/tx000185n

Reference yield:

L-serin (56-45-1,83245-15-2) + acetylcoenzyme A (72-89-9) → O-acetyl-L-serine (5147-00-2,25248-96-8,44901-25-9)

Guidance literature:

With recombinant Allium cepa (L_.) serine acetyltransferase; tris hydrochloride; In water; at 25 ℃; pH=8.0; Enzyme kinetics;

DOI:10.1016/j.phytochem.2005.04.034

Reference yield:

L-serin (56-45-1,83245-15-2) + acetic acid (64-19-7,77671-22-8) → O-acetyl-L-serine (5147-00-2,25248-96-8,44901-25-9)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01588a029

upstream raw materials:

L-serin

acetic acid

acetyl chloride

acetylcoenzyme A

Downstream raw materials:

(S)-3-acetoxy-2-(1,3-dioxoisoindolin-2-yl)propanoic acid

β-(3-amino-1,2,4-triazol-1-yl)-L-alanine

L-mimosine

O-ureido-L-serine

Refernces

• 1、 -. "Synthesis method of Na-9-fluorenylmethoxycarbonyl-O-acetyl-L-serine". Paragraph 0014; 0027. . Retrieved 2018/04/01.
• 2、 McManus, Michael T.,Leung, Susanna,Lambert, Anya,Scott, Richard W.,Pither-Joyce, Meeghan,Chen, Balance,McCallum, John. "Molecular and biochemical characterisation of a serine acetyltransferase of onion, Allium cepa (L.)". . p. 1407 - 1416. Retrieved 2007/10/03.