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L-Alanine

CAS No.
56-41-7
Chemical Name:
L-Alanine
Synonyms
ALANINE;L-ALA;H-ALA-OH;(S)-2-Aminopropanoic acid;2-Aminopropanoic acid;Alanin;H-L-ALA-OH;L-Ala-OH;L-alamine;L Alanine Powder
CBNumber:
CB4350297
Molecular Formula:
C3H7NO2
Lewis structure
c3h7no2 lewis structure
Molecular Weight:
89.09
MDL Number:
MFCD00064410
MOL File:
56-41-7.mol
MSDS File:
SDS
Last updated:2024-04-25 17:59:01

L-Alanine 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
refractive index 1.4650 (estimate)
FEMA 3818 | DL-ALANINE
storage temp. 2-8°C
solubility H2O: 100 mg/mL
form powder
pka 2.34(at 25℃)
color White to almost white
PH 5.5-6.5 (100g/l, H2O, 20℃)
Odor odorless
Odor Type odorless
optical activity [α]20/D +14.0±1°, c = 5% in 5 M HCl
Water Solubility 166.5 g/L (25 ºC)
λmax λ: 260 nm Amax: ≤0.03
λ: 280 nm Amax: ≤0.02
Merck 14,204
BRN 1720248
Stability Stable. Incompatible with strong oxidizing agents.
InChIKey QNAYBMKLOCPYGJ-REOHCLBHSA-N
LogP -0.68
Substances Added to Food (formerly EAFUS) L-ALANINE
FDA 21 CFR 172.320
CAS DataBase Reference 56-41-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII OF5P57N2ZX
NIST Chemistry Reference Alanine(56-41-7)
EPA Substance Registry System L-Alanine (56-41-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
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
NFPA 704
1
1 0

L-Alanine price More Price(104)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHL80344 L-Alanine phyproof? Reference Substance 56-41-7 100mg $262 2024-03-01 Buy
Sigma-Aldrich 05129 L-Alanine BioUltra, ≥99.5% (NT) 56-41-7 25g $83.1 2024-03-01 Buy
Sigma-Aldrich 05129 L-Alanine BioUltra, ≥99.5% (NT) 56-41-7 100g $294 2024-03-01 Buy
TCI Chemical A0179 L-Alanine >99.0%(T) 56-41-7 25g $20 2024-03-01 Buy
TCI Chemical A0179 L-Alanine >99.0%(T) 56-41-7 250g $104 2024-03-01 Buy
Product number Packaging Price Buy
PHL80344 100mg $262 Buy
05129 25g $83.1 Buy
05129 100g $294 Buy
A0179 25g $20 Buy
A0179 250g $104 Buy

L-Alanine Chemical Properties,Uses,Production

Description

Alanine (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

Description

L-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 Properties

White crystalline powder

Chemical Properties

A white, odorless powder having a sweet taste

Physical properties

pI 6.01, dissociation constants: pK1 2.34, pK2 9.69.

Occurrence

Natural constituent of protein in plants and animals; found in apple, beef, carob, pea, soybean, wine and zucchini

Uses

L-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.

Uses

Alanine is an amino acid that can act as a skin-conditioning agent. It is usually used in combination with other amino acids.

Preparation

Anthrobacter oxydans HAP-1 hyper produces DL-alanine in a nongrowth-associated manner.

Production Methods

L -Alanine is industrially produced from L -aspartic acid by means of immobilized Pseudomonas dacunhae cells in a pressurized bioreactor. An alanine racemase-deficient mutant of Arthro-bacter oxydans was reported, that produces75 g/L L -alanine from glucose with a yield of 52% and 95% e.e. A small amount of L -alanine is still isolated from protein hydrolysates.

Definition

ChEBI: The L-enantiomer of alanine.

General Description

L-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 Actions

L-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 Profile

Mutation data reported. When heated to decomposition it emits toxic fumes of Nox

Purification Methods

Crystallise 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.]

1256490-52-4
56-41-7
771-61-9
108-95-2
Synthesis of L-Alanine from L-Alanine, N-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphinyl]-, 1-Methylethyl ester
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View Lastest Price from L-Alanine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Alanine pictures 2024-04-25 L-Alanine
56-41-7
US $25.00 / kg 1kg 99% 5000kg/week Hebei Zhuanglai Chemical Trading Co.,Ltd
L-Alanine pictures 2024-04-20 L-Alanine
56-41-7
US $0.00 / kg 1kg 99% 10000kg Shaanxi TNJONE Pharmaceutical Co., Ltd
 L-Alanine  pictures 2024-04-18 L-Alanine
56-41-7
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
  • L-Alanine pictures
  • L-Alanine
    56-41-7
  • US $25.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co.,Ltd
  • L-Alanine pictures
  • L-Alanine
    56-41-7
  • US $0.00 / kg
  • 99%
  • Shaanxi TNJONE Pharmaceutical Co., Ltd
  •  L-Alanine  pictures
  • L-Alanine
    56-41-7
  • US $50.00 / kg
  • 99.10%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
(s)-2-aminopropanoicacid (S)-2-Aminopropansαure (S)-2-Aminopropionsαure 2-Ammoniopropanoate alpha-Alanine alpha-Aminopropionic acid alpha-aminopropionicacid Aminopropionicacid L(+)-Alanin L-CH3CH(NH2)COOH L-Laclamicacid L-Laclamine l-s-aminopropionicacid L-α-Amino-propionsαure Propanoic acid, 2-amino- Propanoic acid, 2-amino-, (S)- Propionicacid,L-2-amino- Ritalanine RARECHEM AB PP 0952 (S)-2-AMINOPROPIONIC ACID (S)-(+)-ALANINE (S)-2-Aminopropionic acid, L-α-Aminopropionic acid L-ALANINE extrapure CHR L-2-AMINOPROPANOIC ACID L-2-AMINOPROPIONIC ACID L-ALANINE DEXTRO-ROTATORY L-ALPHA-ALANINE L-α-aminopropionic (2S)-2-Aminopropanoic aci L-Alanine ,99% L-α-aminopropanoic acid L-Alanine L-α-aminonropanoic acid l-Alanine ,98.5% L-Alanine, specified according to the requirements of Ph.Eur. L-Alanine,(S)-2-Aminopropionic acid, L-α-Aminopropionic acid L-Alanine, extra pure, Ph Eur L-ALPHA-AMINOPROPIONIC ACID H-Ala-OH~L-2-Aminopropionic acid ALANINE, L- 2-AMINOPROPIONIC ACID (S)-2-Aminopropionic aci L-ALANINE MINIMUM 98% L-ALANINE USP L-ALANINE, 99% (99% EE/GLC) L-ALANINE-12C3, 13C-DEPLETED, 99.9 ATOM % 12C L-AlanineForBiochemistry-(S)-2-AminopropionicAcid) L-Alanine(2-AminopropionicAcid)>99% L-AlanineForBiochemistry99+% L-ALANINE (2-AMINOPROPIONIC ACID) FOR BIOCHEMISTRY H-beta-Ala-OH,beta-Alanine ALANINE,USP L-ALANINE,FCC L-Alanine, (S)-2-Aminopropionic acid L-Alanine (200 mg) L-ARANINE L-Alanine, 99% 100GR L-Alanine, 99% 25GR