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A5139

Sigma-Aldrich

Asp-Phe methyl ester

≥98%

Synonym(s):

N-(L-α-Aspartyl)-L-phenylalanine methyl ester, Asp-Phe-OMe, Aspartame

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About This Item

Linear Formula:
HOOCCH2CH(NH2)CONHCH(CH2C6H5)COOCH3
CAS Number:
Molecular Weight:
294.30
Beilstein/REAXYS Number:
2223850
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.26

product name

Asp-Phe methyl ester, ≥98%

assay

≥98%

form

powder

sweetness

160-200 × sucrose

color

white to off-white

storage temp.

2-8°C

SMILES string

COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CC(O)=O

InChI

1S/C14H18N2O5/c1-21-14(20)11(7-9-5-3-2-4-6-9)16-13(19)10(15)8-12(17)18/h2-6,10-11H,7-8,15H2,1H3,(H,16,19)(H,17,18)/t10-,11-/m0/s1

InChI key

IAOZJIPTCAWIRG-QWRGUYRKSA-N

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General description

Asp-Phe methyl ester (aspartame, APM, ASP), a dipeptide ester, is made up of phenyl alanine and aspartic acid. Its genotoxic effects have been investigated. Its interaction with certain hydrocolloids has been studied.

Application

Asp-Phe methyl ester is used for the preparation of Ad libitum Standard Chow, with ad libitum drinking water (animals control diet) containing Asp-Phe methyl ester. It is also used for the TFA diet preparation (TFA diet with ad lib drinking water contains Asp-Phe methyl ester.

Biochem/physiol Actions

Asp-Phe methyl ester (Asp-Phe-OMe) is used as a synthetic sweeter, sugar substitute. Asp-Phe methyl ester is being studied for a variety of potential benefits as a nutrition supplement, such as the delay of osteoarthritis and modulation of rheumatoid factor activity. Asp-Phe methyl ester is being studied for its effect on thrombin activity and blood clotting.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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Kate S Collison et al.
Nutrition & metabolism, 9(1), 58-58 (2012-06-16)
Recent evidence suggests that the effects of certain food additives may be synergistic or additive. Aspartame (ASP) and Monosodium Glutamate (MSG) are ubiquitous food additives with a common moiety: both contain acidic amino acids which can act as neurotransmitters, interacting
Genotoxicity of aspartame.
Rencuzogullari E, et al.
Drug and Chemical Toxicology, 27(3), 257-268 (2004)
Aspartame: in perspective.
Caseley J and Dixon W.
Nutrition & Food Science, 31(1), 23-27 (2001)
Kate S Collison et al.
Nutrition & metabolism, 10, 44-44 (2013-06-21)
The human diet has altered markedly during the past four decades, with the introduction of Trans hydrogenated fat, which extended the shelf-life of dietary oils and promoted a dramatic increase in elaidic acid (Trans-18.1) consumption. Food additives such as monosodium
Interaction of aspartame with selected hydrocolloids: solubility of aspartame.
Wafwoyo W, et al.
Food Hydrocolloids, 13(4), 299-302 (1999)

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