N-Acetyl-L-alanine

Base Information

• Chemical Name: N-Acetyl-L-alanine
• CAS No.: 97-69-8
• Molecular Formula: C5H9NO3
• Molecular Weight: 131.131
• Hs Code.: 29241990
• European Community (EC) Number: 202-602-0
• UNII: 26C4VY6Z0M
• DSSTox Substance ID: DTXSID50861704
• Nikkaji Number: J125.807I
• Wikidata: Q27093502
• NCI Thesaurus Code: C152446
• Metabolomics Workbench ID: 37415
• ChEMBL ID: CHEMBL1231115
• Mol file: 97-69-8.mol

Synonyms:N-acetyl-L-alanine;N-acetylalanine

Chemical Property of N-Acetyl-L-alanine

Chemical Property:

• Appearance/Colour: White cyrstalline solid
• Melting Point: 125-126 °C
• Boiling Point: 369.7 °C at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 177.4 °C
• PSA: 66.40000
• Density: 1.17 g/cm³
• LogP: -0.01350
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Water (Slightly)
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 131.058243149
• Heavy Atom Count: 9
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-L-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)O)NC(=O)C
• Isomeric SMILES: C[C@@H](C(=O)O)NC(=O)C
• Recent EU Clinical Trials: Impact of rhCu/Zn SOD on inflammation-induced impairment of vascular reactivity
• Uses: 2-Acetylaminopropionic acid is used as a biomarker for prostate cancer. N-Acetyl-L-alanine has been used to study its effect on cytosolic and mitochondrial reduction-oxidation sensitive green fluorescent protein (roGFP).

Technology Process of N-Acetyl-L-alanine

There total 33 articles about N-Acetyl-L-alanine 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: 100.0%

N-Acetamidoacrylic acid (5429-56-1) → (S)-acetamidoalanine (97-69-8)

Guidance literature:

With hydrogen; rhodium(I)-bis(1,5-cyclooctadiene) tetrafluoroborate; triethylamine; (2R,2'R)-bis(diphenylphosphino)-(1R,1'R)-dicyclopentane; In tetrahydrofuran; at 20 ℃; for 24h; under 750.075 Torr;

Reference yield: 96.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + acetic anhydride (108-24-7) → (S)-acetamidoalanine (97-69-8)

Guidance literature:

In water; for 0.0666667h; Irradiation;

DOI:10.1080/00397919208021300

Reference yield: 85.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + acetyl chloride (75-36-5) → (S)-acetamidoalanine (97-69-8)

Guidance literature:

In water; at 110 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation; Green chemistry;

DOI:10.1039/c4ra16683c

upstream raw materials:

5-acetylamino-5-deoxy-L-gulomethylitol

L-alanin

acetic anhydride

(R)-2-(acetylamino)propanoic acid

Downstream raw materials:

Ac-Ala-Pro-OBn

Ac-Ala-Tyr-Leu-OBzl

carbon dioxide

(S)-4-Acetylamino-3-oxo-pentanoic acid 4-nitro-benzyl ester

Refernces

• 1、 James et al.. "". . p. 574. Retrieved 1975.
• 2、 Kwon, Hongmok,Ha, Hyunsoo,Jeon, Hayoung,Jang, Jaebong,Son, Sang-Hyun,Lee, Kiho,Park, Song-Kyu,Byun, Youngjoo. "Structure-activity relationship studies of dipeptide-based hepsin inhibitors with Arg bioisosteres". supporting information. . Retrieved 2020/12/25.
• 3、 Nathanael, Joses G.,Wille, Uta. "Oxidative Damage in Aliphatic Amino Acids and Di- and Tripeptides by the Environmental Free Radical Oxidant NO3?: the Role of the Amide Bond Revealed by Kinetic and Computational Studies". . p. 3405 - 3418. Retrieved 2019/03/11.