L-Alanine methyl ester hydrochloride - ≥98% , CAS No.2491-20-5

CAS: 2491-20-5 Cat. No.: A100815 Molecular Weight: 139.58 Beilstein Registry Number: 3594033 EC Number: 219-652-4

GRADE & PURITY ≥98%

Synonyms

methyl (2S)-2-aminopropanoate hydrochloride | (S)-Methyl 2-aminopropanoate hydrochloride | Methyl L-alaninate hydrochloride | (S)-2-Aminopropionic Acid Methyl Ester Hydrochloride | H-Ala-OMe.HCl | MFCD00063663 | (L)-Alanine methyl ester hydrochloride | L-

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

L-Alanine methyl ester hydrochloride also known as L-Ala-OMe·HCl, is a versatile reagent used commonly in solution phase peptide synthesis. It is often used to synthesize dipeptides.

Application
L-Alanine methyl ester hydrochloride can be used as a starting material in the synthesis of alanine isoxazolidide via solution phase peptide synthesis. Additionally, it is used to synthesize N-Fmoc-l-alanyl-l-alanine methyl ester and α-amino acid-based sector block dendrons.

Specifications

Synonyms

methyl (2S)-2-aminopropanoate hydrochloride | (S)-Methyl 2-aminopropanoate hydrochloride | Methyl L-alaninate hydrochloride | (S)-2-Aminopropionic Acid Methyl Ester Hydrochloride | H-Ala-OMe.HCl | MFCD00063663 | (L)-Alanine methyl ester hydrochloride | L-

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504760977
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760977
• Canonical Smiles: Cl.COC(=O)[C@H](C)N
• IUPAC Name: methyl (2S)-2-aminopropanoate;hydrochloride
• InChIKey: IYUKFAFDFHZKPI-DFWYDOINSA-N
• INCHI: 1S/C4H9NO2.ClH/c1-3(5)4(6)7-2;/h3H,5H2,1-2H3;1H/t3-;/m0./s1
• Isomeric SMILES: C[C@@H](C(=O)OC)N.Cl
• WGK Germany: 3
• Molecular Weight: 139.58
• Beilstein: 3594033
• Reaxy-Rn: 3594033
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3594033&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Alanine and derivatives Methyl esters Monocarboxylic acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-amino acid ester - Alanine or derivatives - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Carbonyl group - Amine - Organic nitrogen compound - Organic oxide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Specific Rotation[α]: 6.5 ° (C=2, MeOH)
• Melt Point(°C): 109-111°C
• Molecular Weight: 139.580 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 139.04 Da
• Monoisotopic Mass: 139.04 Da
• Topological Polar Surface Area: 52.300 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 72.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Luyao Zheng, Zhiyuan Zhao, Ye Yang, Yaming Li, Chengxiao Wang.  (2020)  Novel skin permeation enhancers based on amino acid ester ionic liquid: Design and permeation mechanism.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:31953082] [10.1016/j.ijpharm.2020.119031]

2. Yumei Wang, Jia Ke, Kaijun Gou, Yingyu Guo, Xiaomin Xu, Sanming Li, Heran Li.  (2019)  Amino functionalized mesoporous silica with twisted rod-like shapes: Synthetic design, in vitro and in vivo evaluation for ibuprofen delivery.  MICROPOROUS AND MESOPOROUS MATERIALS,      [PMID:] [10.1016/j.micromeso.2019.109896]

3. Nabila Mehwish, Ayesha Kousar, Auphedeous Yinme Dang-i, Juexin Huang, Xiaoqiu Dou, Chuanliang Feng.  (2019)  Molecular recognition of melamine and cyanuric acid by C2-symmetric phenylalanine based supramolecular hydrogels.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2019.05.059]

4. A. Kousar, J. Liu, N. Mehwish, F. Wang, A.Y. Dang-i, C. Feng.  (2018)  pH-Regulated supramolecular chirality of phenylalanine-based hydrogels.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2018.11.005]

5. Shilei Ji, Nan Li, Yong Shen, Qi Li, Juan Qiao, Zhibo Li.  (2016)  Poly(amino acid)-based thermoresponsive molecularly imprinted magnetic nanoparticles for specific recognition and release of lysozyme.  ANALYTICA CHIMICA ACTA,      [PMID:26851085] [10.1016/j.aca.2016.01.005]

6. Jiaxuan Wang, Cuiping Pang, Zhonglin Tu, Jianghua Li, Guocheng Du, Guoqiang Zhang.  (2024)  Double enzymes coupled screening assisted molecular modification of α-Amino acid ester acyltransferase for L-Alanyl-l-Glutamine biosynthesis.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.103643]

7. Yumei Wang, Wei Li, Tiaotiao Liu, Lu Xu, Yingyu Guo, Jia Ke, Sanming Li, Heran Li.  (2019)  Design and preparation of mesoporous silica carriers with chiral structures for drug release differentiation.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:31349514] [10.1016/j.msec.2019.109737]