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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
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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

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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. [1]

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. [2] [1]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBL2423
STBL0084
STBJ3966
STBH3336
STBF4623V

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

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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