Need Assistance?

US & Canada:
+
UK: +

Our Highlights

GMP Grade Efficient workshop for GMP production.
Optimal Prices Buying products on this site guarantees the best price!
Commercial Batches Independent GMP manufacturing suites that handle commercial batches
Prompt Delivery Warehouses in multiple cities to ensure timely delivery
Flexible Quantity Quantities available from milligrams to ton

L-Alanine ethyl ester hydrochloride

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

L-Alanine ethyl ester hydrochloride is used in the synthesis of nucleoside phosphoramidates as antiviral agents for human immunodeficiency and hepatitis B viruses. Also used in synthesis of enantiomerically pure amino acid ester isocyanates.

Category

L-Amino Acids

Catalog number

BAT-003952

CAS number

1115-59-9

Molecular Formula

C5H11NO2·HCl

Molecular Weight

153.60

IUPAC Name

ethyl (2S)-2-aminopropanoate;hydrochloride

Synonyms

L-Ala-OEt HCl; Ethyl (S)-2-Aminopropionate Hydrochloride; L-Alanine Ethyl Ester Hydrochloride; (S)-2-Aminopropionic Acid Ethyl Ester Hydrochloride; H-Ala-OEt HCl; L-Ethyl 2-aminopropanoate hydrochloride

Appearance

White to off-white solid

Purity

≥ 98% (Assay)

Melting Point

60-64 °C

Boiling Point

127.8 °C at 760 mmHg

Storage

Store at 2-8 °C

InChI

InChI=1S/C5H11NO2.ClH/c1-3-8-5(7)4(2)6;/h4H,3,6H2,1-2H3;1H/t4-;/m0./s1

InChI Key

JCXLZWMDXJFOOI-WCCKRBBISA-N

Canonical SMILES

CCOC(=O)C(C)N.Cl

L-Alanine ethyl ester hydrochloride, a chemical compound with diverse scientific and industrial applications, finds its utility across various fields. Here are the key applications of L-Alanine ethyl ester hydrochloride presented with high perplexity and burstiness:

Peptide Synthesis: A fundamental player in peptide synthesis, L-Alanine ethyl ester hydrochloride acts as a pivotal building block, facilitating the intricate coupling reactions essential for forming peptides. This compound, serving as a protected amino acid derivative, plays a crucial role in tailoring peptides for research in biochemistry and pharmacology, ensuring precision and efficacy in peptide design.

Pharmaceutical Development: In the intricate landscape of pharmaceutical research, L-Alanine ethyl ester hydrochloride emerges as a key intermediate in synthesizing diverse drug molecules. Its significance lies in aiding the creation of analogs of bioactive peptides, offering a platform for the development of novel therapeutic agents. Researchers leverage this compound to delve into structural modifications that could potentially amplify the therapeutic impact of drugs, paving the way for innovative pharmaceutical solutions.

Biocatalysis: Embracing the realm of biocatalysis, L-Alanine ethyl ester hydrochloride plays a pivotal role in catalyzing chemical reactions using enzymes. Functioning as a substrate in enzymatic reactions, this compound enables the exploration of enzyme activity and specificity, shedding light on enzyme mechanisms. This application proves invaluable for producing optically pure compounds and unraveling the intricate workings of enzymes, fueling advancements in biochemistry.

Agricultural Chemicals: Unveiling its versatility, L-Alanine ethyl ester hydrochloride emerges as a key player in the development of agricultural chemicals, including herbicides and insecticides. By ingeniously modifying its structure, researchers can fashion compounds that effectively target pests and weeds while safeguarding crops. This compound's adaptability fuels innovation in agrochemicals, fostering sustainable farming practices and enhancing agricultural productivity.

1. Electron paramagnetic resonance studies of gamma-irradiated DL-alanine ethyl ester hydrochloride, L-theanine and L-glutamic acid dimethyl ester hydrochloride

M Halim Başkan, Murat Aydın Spectrochim Acta A Mol Biomol Spectrosc. 2013 Aug;112:280-2. doi: 10.1016/j.saa.2013.04.039. Epub 2013 Apr 25.

The electron paramagnetic resonance (EPR) of gamma irradiated powders of DL-alanine ethyl ester hydrochloride, L-theanine and L-glutamic acid dimethyl ester hydrochloride were investigated at room temperature. The observed paramagnetic species were attributed to the CH3ĊHCOOC2H5, -CH2ĊHCOOH and -CH2ĊHCOOCH3 radicals, respectively. Hyperfine structure constants and g-values were determined for these three radicals. Some spectroscopic properties and suggestions concerning the possible structure of the radicals were also discussed.

2. Amino acids dilate resistance blood vessels of the perfused rat mesentery

O A al-Swayeh, P K Moore J Pharm Pharmacol. 1989 Oct;41(10):723-6. doi: 10.1111/j.2042-7158.1989.tb06351.x.

The vasodilator effect of several L-amino acids in the perfused, noradrenaline-preconstricted rat mesentery preparation has been investigated. N-alpha-Benzoyl-L-arginine ethyl ester (BAEE) (ED50, 1.4 +/- 0.09 mumol) and L-alanine methylester (ED50, 0.9 +/- 0.007 mumol) were the most potent although L-arginine methylester, hydroxamate and hydrochloride, N-alpha-benzoyl-L-arginine methyl ester (BAME), L-methionine methylester, L-lysine hydroxamate and L-glutamic acid methylester exhibited similar potency with ED50 values in the range 2.4-3.7 mumol. L-Homoarginine chloride was inactive at doses up to 20 mumols. D-Arginine hydrochloride and D-lysine hydroxamate were inactive at doses up to 50 mumols whilst D-methionine methylester (50 mumols) produced small falls in perfusion pressure in only 3 out of 7 preparations studied. Responses to BAEE, BAME, L-arginine hydrochloride, L-alanine methylester, L-methionine methylester, L-lysine hydroxamate and acetylcholine (but not nitroprusside) were significantly inhibited by CHAPS (4.7 mg mL-1, 30 s) de-endothelialization as well as pretreatment of mesentery preparations with gossypol (3 microM). Responses to BAEE, BAME, L-arginine hydrochloride, L-alanine methylester and acetylcholine were similarly selectively reduced by NDGA (10 microM) pretreatment. We propose that these L-amino acids exhibit vasodilator activity in the perfused rat mesentery by virtue of releasing endothelium-derived nitric oxide (EDNO).

3. Investigation of d-Amino Acid-Based Surfactants and Nanocomposites with Gold and Silica Nanoparticles as against Multidrug-Resistant Bacteria Agents

Jae Ho Shim, Sungduk Gwak, Byung Kook Ahn, Hogyu Han, Yeonsun Hong, Ok Sarah Shin ACS Omega. 2022 Dec 8;7(50):46146-46155. doi: 10.1021/acsomega.2c04220. eCollection 2022 Dec 20.

d-amino acid-based surfactants (d-AASs) were synthesized and their antimicrobial activity was evaluated. N-α-lauroyl-d-arginine ethyl ester hydrochloride (d-LAE), d-proline dodecyl ester (d-PD), and d-alanine dodecyl ester (d-AD) were found to have antibacterial activity against both Gram-positive and -negative bacteria, but less efficacy against Gram-negative bacteria. For these reasons, combining antimicrobial agents with nanoparticles is a promising technique for improving their antibacterial properties to eliminate drug-resistant pathogens. d-LAE coated on gold (AuNP) and silica (SiNP) nanoparticles has more efficient antibacterial activity than that of d-LAE alone. However, unlike d-LAE, d-PD has enhanced antibacterial activity upon being coated on AuNP. The antibacterial d-AASs and their nanocomposites with nanoparticles were synthesized in an environmentally friendly manner and are expected to be valuable new antimicrobial agents against multidrug-resistant (MDR) pathogens.