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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:
22839-47-0
Molecular Weight:
294.30
Beilstein/REAXYS Number:
2223850
EC Number:
245-261-3
MDL number:
MFCD00002724
UNSPSC Code:
12352108
PubChem Substance ID:
24890947
NACRES:
NA.26
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Product Name

Asp-Phe methyl ester, ≥98%

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.[1] Its genotoxic effects have been investigated.[2] Its interaction with certain hydrocolloids has been studied.[3]

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.[4][5] It is also used for the TFA diet preparation (TFA diet with ad lib drinking water contains Asp-Phe methyl ester.[6]

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)

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR2013
SLCK1500
019K1062
121K1352
090K1649

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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
Interaction of aspartame with selected hydrocolloids: solubility of aspartame.
Wafwoyo W, et al.
Food Hydrocolloids, 13(4), 299-302 (1999)
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)
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Questions

1–2 of 2 Questions  

  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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