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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

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

330639-25G:
330639-VAR:
330639-BULK:
330639-5G:
330639-100G:

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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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
Synthesis and gelation properties of a new class of $\alpha$-amino acid-based sector block dendrons
HF Chow, et.al.
Tetrahedron, 61, 11279-11290 (2005)
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
Beibei Hu et al.
Artificial cells, nanomedicine, and biotechnology, 48(1), 266-275 (2019-12-19)
Organogels are excellent drug carrier for controlled release. Organogels based on amino acid derivatives has been widely used in the area of drug delivery. In this study, a series of the organogel system based on amino acid derivatives gelators was
Beibei Hu et al.
AAPS PharmSciTech, 19(5), 2288-2300 (2018-05-31)
Solvents, accounting the majority of the organogel system, have a tremendous impact on the characteristics of gels. To date, there is a large variety of organogel systems; relatively few have been investigated in the field of structure-solvent correlation. Here, a
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