L-Alanine - CAS 56-41-7

L-alanine is a non-essential amino acid involved in the metabolism of tryptophan and vitamin pyridoxine.

Product Information

Canonical SMILES
CC(C(=O)O)N
InChI
InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
InChI Key
QNAYBMKLOCPYGJ-REOHCLBHSA-N
Purity
>98%
MDL
MFCD00064410
Appearance
White Crystals or Crystalline Powder
Storage
Store at -20°C
Boiling Point
212.9±23.0°C at 760 mmHg
Melting Point
300°C (dec.)
Flash Point
82.6°C
Density
1.432 g/cm3
Solubility
Soluble in Aqueous Acid (Slightly), Water (Slightly), Aqueous Base (Slightly)

Safety Information

Signal Word
Warning
Precautionary Statement
P261 - P305 - P351 - P338
Hazard Statements
H315 - H319 - H335

Application

L-Alanine is a non-essential amino acid that plays a vital role in various biological processes in the human body. It is classified as an alpha-amino acid, which means that it contains an amino group and a carboxylic acid group located on the alpha carbon atom. As one of the building blocks of protein, L-Alanine is involved in a variety of metabolic pathways and functions that are essential to overall health. L-Alanine has a variety of applications in fields such as sports nutrition, medicine, and the food industry:

1. Sports Nutrition: Because it affects muscular function and energy metabolism, l-alanine is crucial in the field of sports nutrition. The body uses more energy during periods of prolonged, vigorous exercise, which leads to the breakdown of muscle protein for fuel. L-alanine supplements can assist avert muscle breakdown by offering a substitute energy source. Furthermore, L-alanine is believed to aid in the gluconeogenesis process, which produces glucose and improves physical strength and endurance. L-alanine pills are frequently used by athletes and fitness enthusiasts to promote muscle repair, enhance performance, and sustain peak energy levels throughout exercise.

2. Medicine: Because of its medicinal qualities, L-alanine has several useful applications in the medical field. L-alanine plays a significant role in the management of hypoglycemia, a disorder marked by low blood sugar. L-alanine helps raise blood sugar levels and reduce hypoglycemic episodes in people with diabetes or other similar illnesses since it is a precursor to the creation of glucose. Additionally, patients who are malnourished, have had serious burns, or are having surgery can benefit from intravenous (IV) solutions containing L-alanine, which provides necessary amino acids and supports protein synthesis.

Furthermore, L-alanine is essential for liver function and detoxification procedures. L-alanine strengthens the body's antioxidant defenses and aids in the neutralization of dangerous free radicals that can destroy cells and tissues. It is a constituent of the tripeptide glutathione. L-alanine enhances detoxification processes and supports liver function, which improves general health and helps fend off disorders linked to oxidative stress.

3. Food Industry: In the food industry, L-alanine plays a variety of roles in food production and processing. This amino acid is often used as a flavor enhancer and food additive to improve the taste and palatability of processed foods and beverages. L-alanine contributes to the overall umami flavor, known for enhancing the salty taste of foods such as soups, sauces, and snacks. In addition, L-alanine can be used as a stabilizer and texturizer in foods to extend their shelf life, improve texture, and maintain quality during storage and transportation.

In addition, L-alanine plays a vital role in food preservation and fermentation processes. As a precursor for the synthesis of nitrogen-containing compounds, L-alanine helps promote the growth of beneficial microorganisms in fermented foods such as yogurt, cheese, and kimchi. By supporting microbial growth and metabolic activities, L-alanine contributes to the formation of unique flavors, textures, and aromas in fermented foods.

4. Biotechnology and pharmaceutical research: In the field of biotechnology and pharmaceutical research, L-alanine can be used to produce recombinant proteins, antibodies, and other biopharmaceuticals. Due to its stability and compatibility with various expression systems, L-alanine is often used as a fusion tag or linker in protein engineering and purification processes. By attaching L-alanine residues to target proteins, researchers can facilitate protein expression, purification, and characterization to develop new biologics and therapeutics.

In addition, due to its chemical properties and biocompatibility, L-alanine is used to synthesize peptide drugs and pharmaceutical preparations. Peptides containing L-alanine residues exhibit improved stability, solubility, and bioavailability, making them promising candidates for drug delivery mechanisms and disease treatment modalities. In addition, L-alanine derivatives and analogs are being investigated for potential pharmacological activities and therapeutic applications in areas such as cancer therapy, antimicrobial resistance, and metabolic disorders.

Reference Reading

1.Metabolic engineering of microorganisms for L-alanine production
J Ind Microbiol Biotechnol. 2022 Apr 14;49(2):kuab057. doi: 10.1093/jimb/kuab057.
L-alanine is extensively used in chemical, food, and medicine industries. Industrial production of L-alanine has been mainly based on the enzymatic process using petroleum-based L-aspartic acid as the substrate. L-alanine production from renewable biomass using microbial fermentation process is an alternative route. Many microorganisms can naturally produce L-alanine using aminotransferase or L-alanine dehydrogenase. However, production of L-alanine using the native strains has been limited due to their low yields and productivities. In this review, metabolic engineering of microorganisms for L-alanine production was summarized. Among them, the Escherichia coli strains developed by Dr. Lonnie Ingram's group which can produce L-alanine with anaerobic fermentation process had several advantages, especially having high L-alanine yield, and it was the first one that realized commercialization. L-alanine is also the first amino acid that could be industrially produced by anaerobic fermentation.
2.[Alanine aminotransferase (ALT)]
Nihon Rinsho. 1995 May;53(5):1146-50.
Alanine aminotransferase (Alt, L-alanine:2-oxoglutalate aminotransferase) is a pyridoxal enzyme which catalyses the reversible interconversion of L-alanine and 2-oxoglutalate to pyruvate and L-glutamate. The enzyme is widely distributed in various tissues from animals and even in some kind of plants. Isoenzymes of human ALT localize in the cytosol (c-ALT) and mitochondria (m-ALT) of tissues such as liver, kidney, skeletal and cardiac muscles. Amino acid sequence of c-ALT from rat and human liver has been wholly determined by Ishiguro et al. It is suggested that c-ALT is associated to the utilization of pyruvate in glycolysis and m-ALT is involved in the conversion of alanine to pyruvate for gluconeogenesis.
3.Biomedical applications of L-alanine produced by Pediococcus acidilactici BD16 (alaD+)
Appl Microbiol Biotechnol. 2022 Feb;106(4):1435-1446. doi: 10.1007/s00253-022-11766-9.
L-alanine possesses extensive physiological functionality and tremendous pharmacological significance, therefore could be considered as potential ingredient for food, pharmaceutical, and personal care products. However, therapeutic properties of L-alanine still need to be addressed in detail to further strengthen its utilization as a viable ingredient for developing natural therapeutics with minimum side effects. Thus, the present study was aimed to explore the anticipated therapeutic potential of L-alanine, produced microbially using a lactic acid bacterial strain Pediococcus acidilactici BD16 (alaD + ) expressing L-alanine dehydrogenase enzyme. The anticipated therapeutic potential of L-alanine was assessed in terms of anti-proliferative, anti-bacterial, and anti-urolithiatic properties. Anti-bacterial assays revealed that L-alanine successfully inhibited growth and in vitro proliferation of important human pathogens including Enterococcus faecalis, Escherichia coli, Klebsiella pneumonia, Staphylococcus aureus, Streptococcus mutans, and Vibrio cholerae in a concentration-dependent manner. Current investigation has also revealed its significant anti-proliferative potential against human lung adenocarcinoma (A549; IC 50 7.32 μM) and mammary gland adenocarcinoma (MCF-7; IC 50 8.81 μM) cells. The anti-urolithiatic potential of L-alanine was augmented over three different phases, viz., nucleation inhibition, aggregation inhibition, and oxalate depletion. Further, an in vitro cell culture-based kidney stone dissolution model using HEK293-T cells was also established to further strengthen its anti-urolithiatic potential. This is probably the first in vitro cell culture-based model which experimentally validates the immense therapeutic efficacy of L-alanine in treating urolithiasis disease. KEY POINTS: • Assessment of therapeutic potential of L-alanine produced by LAB. • L-alanine exhibited significant anti-proliferative and anti-bacterial activities. • L-alanine as potential anti-urolithiatic agent.
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Related Products

USA
  • International:
  • US & Canada (Toll free):
  • Email:
  • Fax:
UK
  • Email:
Copyright © 2025 BOC Sciences. All rights reserved.
Top