Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

330639

Sigma-Aldrich

L-Alanine methyl ester hydrochloride

99%, for peptide synthesis

Synonym(s):

(S)-2-Aminopropionic acid methyl ester hydrochloride, L-Ala-OMe·HCl

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3CH(NH2)COOCH3 · HCl
CAS Number:
2491-20-5
Molecular Weight:
139.58
Beilstein:
3594033
EC Number:
219-652-4
MDL number:
MFCD00063663
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24859397
NACRES:
NA.22

Product Name

L-Alanine methyl ester hydrochloride, 99%

Quality Level

100

Assay

99%

optical activity

[α]25/D +7.0°, c = 1.6 in methanol

reaction suitability

reaction type: solution phase peptide synthesis

mp

109-111 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl.COC(=O)[C@H](C)N

InChI

1S/C4H9NO2.ClH/c1-3(5)4(6)7-2;/h3H,5H2,1-2H3;1H/t3-;/m0./s1

InChI key

IYUKFAFDFHZKPI-DFWYDOINSA-N

Looking for similar products? Visit Product Comparison Guide

General description

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBL2423
STBL0084
STBJ3966
STBH3336
STBF4623V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

N-methylation of peptides on selected positions during the elongation of the peptide chain in solution phase
ML Di Gioia
The Journal of Organic Chemistry, 70, 3892-3897 (2005)
Hala Bakr El-Nassan et al.
Pharmaceutical research, 35(8), 149-149 (2018-05-31)
To assess the gelation power of N-palmitoyl L-alanine derivatives in injectable oils and to use the best chosen organogel as parenteral implant of granisetron for the treatment of emesis. Twelve N-palmitoyl L-alanine derived organogels were developed and evaluated in terms
The dimethylsulfoxonium methylide as unique reagent for the simultaneous deprotection of amino and carboxyl function of N-Fmoc-?-amino acid and N-Fmoc-peptide esters
M Spinella
Tetrahedron, 69, 2010-2016 (2013)
Jingwen Luo et al.
Drug development and industrial pharmacy, 45(1), 96-104 (2018-09-11)
This article aims to design low molecular weight chitosan (LMWC)-based conjugates of Rhein (RH) by means of an amino acid linker (Alanine) for improved solubility and enhanced bioavailability. Rhein is a potential candidate for the therapy of kidney disease. However
Synthesis and gelation properties of a new class of $\alpha$-amino acid-based sector block dendrons
HF Chow
Tetrahedron, 61, 11279-11290 (2005)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service