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Sigma-Aldrich

L-Alanine methyl ester hydrochloride

99%, for peptide synthesis

Synonym(s):

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

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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%

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

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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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
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
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)
Synthesis and gelation properties of a new class of $\alpha$-amino acid-based sector block dendrons
HF Chow
Tetrahedron, 61, 11279-11290 (2005)
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