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A5139

Sigma-Aldrich

Asp-Phe methyl ester

≥98%

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Synonym(s):
N-(L-α-Aspartyl)-L-phenylalanine methyl ester, Asp-Phe-OMe, Aspartame
Linear Formula:
HOOCCH2CH(NH2)CONHCH(CH2C6H5)COOCH3
CAS Number:
22839-47-0
Molecular Weight:
294.30
Beilstein:
2223850
EC Number:
245-261-3
MDL number:
MFCD00002724
UNSPSC Code:
12352108
PubChem Substance ID:
24890947
NACRES:
NA.26

Quality Level

200

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.

WGK

WGK 2

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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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
Genotoxicity of aspartame.
Rencuzogullari E, et al.
Drug and Chemical Toxicology, 27(3), 257-268 (2004)
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
Aspartame: in perspective.
Caseley J and Dixon W.
Nutrition & Food Science, 31(1), 23-27 (2001)
Interaction of aspartame with selected hydrocolloids: solubility of aspartame.
Wafwoyo W, et al.
Food Hydrocolloids, 13(4), 299-302 (1999)
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