Alanine

Base Information

• Chemical Name: Alanine
• CAS No.: 18875-37-1
• Deprecated CAS: 115967-49-2,170805-71-7,6898-94-8,759445-89-1,787635-21-6,1150316-17-8,1150316-17-8,170805-71-7,6898-94-8,759445-89-1,787635-21-6
• Molecular Formula: C₃H₇NO₂
• Molecular Weight: 89.0941
• European Community (EC) Number: 200-273-8
• UNII: OF5P57N2ZX
• DSSTox Substance ID: DTXSID20873899
• Nikkaji Number: J9.168E
• Wikipedia: Α-alanine,Alanine
• Wikidata: Q218642
• NCI Thesaurus Code: C29605
• RXCUI: 426
• Pharos Ligand ID: G5LBCJF3K3WF
• Metabolomics Workbench ID: 37109
• ChEMBL ID: CHEMBL279597
• Mol file: 18875-37-1.mol

Synonyms:Abufène;Alanine;Alanine, L Isomer;Alanine, L-Isomer;L Alanine;L-Alanine;L-Isomer Alanine

Chemical Property of Alanine

Chemical Property:

• Melting Point: 297oC (decomposes)
• Boiling Point: 212.907 °C at 760 mmHg
• Flash Point: 82.563 °C
• PSA: 63.32000
• Density: 1.161 g/cm³
• LogP: 0.92050
• Storage Temp.: 2-8°C
• XLogP3: -3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 89.047678466
• Heavy Atom Count: 6
• Complexity: 61.8

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: CC(C(=O)O)N
• Isomeric SMILES: C[C@@H](C(=O)O)N
• Recent ClinicalTrials: Diagnostic Performance of Fluorescein as an Intraoperative Brain Tumor Biomarker
• Recent EU Clinical Trials: Exploratory study to evaluate the efficacy and safety of nutritionally administering 1.5 g protein/kg/day vs. 1.0 g protein/kg/day in the catabolic phase of the critically ill patient on mechanical ventilation.

Technology Process of Alanine

There total 1027 articles about 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:

alanine p-nitroanilide (26432-41-7) → 4-nitro-aniline (100-01-6,104810-17-5) + rac-Ala-OH (302-72-7,25191-17-7,18875-37-1)

Guidance literature:

With Rhodococcus erythropolis TA₃₇ acylamidase; at 37 ℃; for 0.333333h; pH=7.5; Kinetics; aq. buffer; Enzymatic reaction;

DOI:10.1134/S0006297910080080

Reference yield:

(S)-2-[2-(4-Methoxy-phenyl)-2-oxo-ethoxycarbonylamino]-propionic acid (125219-06-9) → L-alanin (56-41-7,25191-17-7,18875-37-1) + 1-(4-methoxyphenyl)ethanone (100-06-1)

Guidance literature:

Irradiation; mild conditions;

DOI:10.1016/S0040-4039(00)99608-4

Reference yield:

(S)-2-(4-methoxybenzamido) propanoic acid (93709-64-9) → L-alanin (56-41-7,25191-17-7,18875-37-1) + 4-methoxybenzoic acid (100-09-4)

Guidance literature:

With water; N-benzoyl-L-alanine amidohydrolase; Product distribution; Kinetics; substrate specifity of N-benzoyl-L-alanine amidohydrolase;

upstream raw materials:

methanol

methyl-malonic acid-monoazide

2-Amino-1-propanol

3-methyl-6-methylene-piperazine-2,5-dione

Downstream raw materials:

acetaldehyde

N-[(2,4,5-trichloro-phenoxy)-acetyl]-L-alanine

N-(4-phenylazo-phenylcarbamoyl)-l-alanine

N-[(2,4,5-trichloro-phenoxy)-acetyl]-D-alanine

Refernces

• 1、 Gansow,Holm. "-". . p. 5629. Retrieved 1968.
• 2、 Kaminskaia, Natalia V.,Johnson, T. Wade,Kosti?, Nenad M.. "Regioselective hydrolysis of tryptophan-containing peptides promoted by palladium(II) complexes [10]". . p. 8663 - 8664. Retrieved 1999.
• 3、 Bringmann, Gerhard,Messer, Kim,Wolf, Kristina,Muehlbacher, Joerg,Gruene, Matthias,Brun, Reto,Louis, Adriaan M.. "Dioncophylline E from Dioncophyllum thollonii, the first 7,3′-coupled dioncophyllaceous naphthylisoquinoline alkaloid". . p. 389 - 397. Retrieved 2002.
• 4、 Umezawa, Kazuo,Nakazawa, Kumi,Uemura, Toshio,Ikeda, Yoko,Kondo, Shinichi,Naganawa, Hiroshi,Kinoshita, Naoko,Hashizume, Hideki,Hamada, Masa,Takeuchi, Tomio,Ohba, Shigeru. "Polyoxypeptin isolated from Streptomyces: A bioactive cyclic depsipeptide containing the novel amino acid 3-hydroxy-3-methylproline". . p. 1389 - 1392. Retrieved 1998.
• 5、 ORO,KAMAT. "Amino-acid synthesis from hydrogen cyanide under possible primitive earth conditions.". . p. 442 - 443. Retrieved 1961.
• 6、 Deschreider. "-". . . Retrieved 1959.
• 7、 Rivas, Manuel,Del Valle, Luís J.,Turon, Pau,Alemán, Carlos,Puiggalí, Jordi. "Sustainable synthesis of amino acids by catalytic fixation of molecular dinitrogen and carbon dioxide". . p. 685 - 693. Retrieved 2018.
• 8、 Chibata,Yamada,Yamamoto,Wada. "Resolution of DL-amino acids by preferential crystallization procedure, I. Preparation of optically active alanines.". . p. 638 - 639. Retrieved 1968.
• 9、 Ono, Kazutoshi,Yanagida, Kazuki,Oikawa, Tadao,Ogawa, Tadashi,Soda, Kenji. "Alanine racemase of alfalfa seedlings (Medicago sativa L.): First evidence for the presence of an amino acid racemase in plants". . p. 856 - 860. Retrieved 2006.
• 10、 Jin, Mi,Wright, Sandra A. I.,Beer V, Steven,Clardy, Jon. "The biosynthetic gene cluster of pantocin A provides insights into biosynthesis and a tool for screening". . p. 2902 - 2905. Retrieved 2003.