L-Alanine

L-Alanine Basic information
Description References
Product Name:L-Alanine
Synonyms:(S)-2-Aminopropanoic acid;(s)-2-aminopropanoicacid;Aspartic Acid Impurity 6;Tenofovir Impurity 80;(S)-2-Aminopropansαure;(S)-2-Aminopropionsαure;2-Aminopropanoic acid;2-Aminopropanoicacid
CAS:56-41-7
MF:C3H7NO2
MW:89.09
EINECS:200-273-8
Product Categories:Amino Acids;Alphabetical Listings;AStable Isotopes;Stable Isotopes;GABA/Glycine receptor;bio-chemical;food additive;food flavor;alanine;amino acid;chemicals;food additives;organic acids;pharmaceutical intermediate;Food & Feed ADDITIVES;Amino Acids;Alanine [Ala, A];Amino Acids and Derivatives;alpha-Amino Acids;Biochemistry;Nutritional Supplements;L-Amino Acids;amino;bc0001;56-41-7
Mol File:56-41-7.mol
L-Alanine Structure
L-Alanine Chemical Properties
Melting point 314.5 °C
alpha 14.5 º (c=10,6N HCl,dry sub.)
Boiling point 212.9±23.0 °C(Predicted)
density 1,432 g/cm3
FEMA 3818 | DL-ALANINE
refractive index 1.4650 (estimate)
storage temp. 2-8°C
solubility H2O: 100 mg/mL
pka2.34(at 25℃)
form powder
color White to almost white
PH5.5-6.5 (100g/l, H2O, 20℃)
Odorodorless
Odor Typeodorless
optical activity[α]20/D +14.0±1°, c = 5% in 5 M HCl
Water Solubility 166.5 g/L (25 ºC)
λmaxλ: 260 nm Amax: ≤0.03
λ: 280 nm Amax: ≤0.02
Merck 14,204
BRN 1720248
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyQNAYBMKLOCPYGJ-REOHCLBHSA-N
LogP-0.68
CAS DataBase Reference56-41-7(CAS DataBase Reference)
NIST Chemistry ReferenceAlanine(56-41-7)
EPA Substance Registry SystemL-Alanine (56-41-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
RTECS AY2990000
10
TSCA Yes
HazardClass IRRITANT
HS Code 29224995
Hazardous Substances Data56-41-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Ala English
ACROS English
SigmaAldrich English
ALFA English
L-Alanine Usage And Synthesis
DescriptionAlanine (also called 2-aminopropanoic acid, α-aminopropanoic acid) is an amino acid that helps the body convert the simple glucose into energy and eliminate excess toxins from the liver. Amino acids are the building blocks of important proteins and are key to building strong and healthy muscles. Alanine belongs to non-essential amino acids, which can be synthesized by the body. However, all amino acids may become essential if the body is unable to produce them. People with low-protein diets or eating disorders, liver disease, diabetes, or genetic conditions that cause Urea Cycle Disorders (UCDs) may need to take alanine supplements to avoid a deficiency.  Alanine has been shown to help protect cells from being damaged during intense aerobic activity when the body cannibalizes muscle protein to produce energy. Alanine is used to support prostate health and is important for the regulation of insulin.
L-alanine is the L-enantiomer of alanine. L-alanine is utilized in clinical nutrition as a component for parenteral and enteral nutrition. L-alanine plays a key role in transferring nitrogen from tissue sites to the liver. L-Alanine is widely used as nutrition supplements, as sweetener and flavor enhancer in the food industry, as flavor enhancer and preservative in the beverage industry, as intermediate for medicine manufacturing in pharmaceutical, as nutritional supplement and sour corrective agent in agriculture/animal feed, and as intermediate in manufacturing of various organic chemicals.
References[1] http://www.ajiaminoscience.com/products/manufactured_products/l-amino_acids/L-Alanine.aspx
[2] http://www.foodchemadditives.com/applications-uses/1500
[3] http://www.vitaminstuff.com/amino-acid-alanine.html

DescriptionL-Alanine is a non-essential amino acid. It is produced by direct β-decarboxylation of L-aspartate by L-aspartate β-decarboxylase or transamination of pyruvate in the glucose-alanine cycle and is a precursor for gluconeogenesis. Dysregulation of L-alanine metabolism is associated with various disease states, including diabetes, metabolic syndrome, ketotic hypoglycemia, and acquired acute lactic acidosis.
Chemical PropertiesA white, odorless powder having a sweet taste
Chemical PropertiesWhite crystalline powder
OccurrenceNatural constituent of protein in plants and animals; found in apple, beef, carob, pea, soybean, wine and zucchini
UsesL-Alanine plays a vital role in glucose-alanine cycle between tissue and liver. It is used for protein construction as well as involved in the metabolism of tryptophan and vitamin pyridoxine. It provides energy for muscles and central nervous system in order to strengthen the immune system. It helps in the metabolism of sugars and organic acids, and enhances the germination rates of Bacillus subtilis spores. It also displays a cholesterol-reducing effect in animals.
UsesAlanine is an amino acid that can act as a skin-conditioning agent. It is usually used in combination with other amino acids.
DefinitionChEBI: The L-enantiomer of alanine.
PreparationAnthrobacter oxydans HAP-1 hyper produces DL-alanine in a nongrowth-associated manner.
General DescriptionL-Alanine, a non-essential amino acid,?is produced enzymatically from?L-aspartate using aspartate β-decarboxylase.?It is the smallest among all the amino acids.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Biochem/physiol ActionsL-Alanine is a nonessential amino acid, which is highly concentrated in muscle. It is a key player in the Glucose-Alanine cycle, which enables the removal of pyruvate and glutamate from muscle to the liver. Once in the liver, glucose is regenerated from pyruvate and returned to the muscle while glutamate ultimately participates in the urea cycle to form urea. The Glucose-Alanine cycle aides to conserve ATP in muscle for muscle contraction, while the energy burden of gluconeogenesis is imposed upon the liver. Alanine inhibits pyruvate kinase to regulate gluconeogenesis and glycolysis in order to maintain glucose homeostasis during starvation. Alanine prevents hepatic autophagy. Alanine formation is a result of transamination of glutamate and pyruvate.
Safety ProfileMutation data reported. When heated to decomposition it emits toxic fumes of Nox
Purification MethodsCrystallise alanine from H2O or aqueous EtOH, i.e. crystallise it from 25% EtOH in water, or recrystallise it from 62.5% EtOH, wash it with EtOH and dry it to constant weight in vacuo over P2O5. [Gutter & Kegeles J Am Chem Soc 75 3893 1953, Walsh J Biol Chem 264 2394 1989.] 2,2'-Iminodipropionic acid is a likely impurity. [Beilstein 4 IV 2480. 2481.]
L-Alanine methyl ester hydrochloride 5-Aminolevulinic acid hydrochloride Phenprobamate Ethyl 2-(Chlorosulfonyl)acetate 1-Amino-1-cyclohexanecarboxylic acid beta-(3,4-dihydroxyphenyl)-alpha-alanin H-TYR(BZL)-OH Nalpha-Cbz-L-Arginine Ascoric Acid EC 2.6.1.2 Tyrosine L-4-Iodophenylalanine L-Alanine Folic acid L-Thyroxine Cycloleucine D-ALPHA-ALANINE Citric acid

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