MedKoo Cat#: 317252 | Name: Aspartame
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Aspartame is an artificial, non-saccharide sweetener used as a sugar substitute in some foods and beverages. Aspartame is approximately 200 times sweeter than sucrose (table sugar). Due to this property, even though aspartame produces four kilocalories of energy per gram when metabolized, the quantity of aspartame needed to produce a sweet taste is so small that its caloric contribution is negligible.

Chemical Structure

Aspartame
Aspartame
CAS#22839-47-0 (free acid)

Theoretical Analysis

MedKoo Cat#: 317252

Name: Aspartame

CAS#: 22839-47-0 (free acid)

Chemical Formula: C14H18N2O5

Exact Mass: 294.1216

Molecular Weight: 294.30

Elemental Analysis: C, 57.13; H, 6.16; N, 9.52; O, 27.18

Price and Availability

Size Price Availability Quantity
5g USD 350.00 2 Weeks
25g USD 550.00 2 Weeks
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Synonym
Nutrasweet; Asp-Phe methyl ester; Asp-phe-ome; Aspartam; H-Asp-Phe-OMe
IUPAC/Chemical Name
(3S)-3-Amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
InChi Key
IAOZJIPTCAWIRG-QWRGUYRKSA-N
InChi Code
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
SMILES Code
O=C(O)C[C@H](N)C(N[C@@H](CC1=CC=CC=C1)C(OC)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Aspartame (SC-18862) is a methyl ester of a dipeptide. Aspartame can be used as a synthetic nonnutritive sweetener.
In vitro activity:
PANC-1 human pancreatic adenocarcinoma cells were treated with a broad range of concentrations of aspartame (from 1 ng/mL to 100 mg/mL) and glucose (from 5 mM to 25 mM) for 24 h, then cell viability analyzed with MTT assay. Cell viability decreased at concentrations greater than 1 ng/mL of aspartame and 15 mM of glucose (Fig. 1). Reference: Food Chem Toxicol. 2021 Jul;153:112264. https://pubmed.ncbi.nlm.nih.gov/33992720/
In vivo activity:
ALT and AST levels were increased in the serum of aspartame-treated mice when compared to the control ones (Figure 1A). Additionally, aspartame led to hepatocellular injury, leukocyte infiltration, reduction in the nuclear area, hepatocytes’ degeneration (Figure 1C), and inflammatory infiltration (Figure 1C, quantification in Figure 1D) in different areas of the mice livers. Most features were almost absent in the liver of controls animals (Figure 1B, quantification of inflammatory infiltration in Figure 1D). Reference: Biology (Basel). 2021 Feb; 10(2): 82. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7911935/
Solvent mg/mL mM
Solubility
DMSO 29.0 98.54
Water 4.5 15.29
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 294.30 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Gezginci-Oktayoglu S, Ercin M, Sancar S, Celik E, Koyuturk M, Bolkent S, Bolkent S. Aspartame induces cancer stem cell enrichment through p21, NICD and GLI1 in human PANC-1 pancreas adenocarcinoma cells. Food Chem Toxicol. 2021 Jul;153:112264. doi: 10.1016/j.fct.2021.112264. Epub 2021 May 14. PMID: 33992720. 2. Maghiari AL, Coricovac D, Pinzaru IA, Macașoi IG, Marcovici I, Simu S, Navolan D, Dehelean C. High Concentrations of Aspartame Induce Pro-Angiogenic Effects in Ovo and Cytotoxic Effects in HT-29 Human Colorectal Carcinoma Cells. Nutrients. 2020 Nov 24;12(12):3600. doi: 10.3390/nu12123600. PMID: 33255204; PMCID: PMC7760274. 3. Finamor IA, Bressan CA, Torres-Cuevas I, Rius-Pérez S, da Veiga M, Rocha MI, Pavanato MA, Pérez S. Long-Term Aspartame Administration Leads to Fibrosis, Inflammasome Activation, and Gluconeogenesis Impairment in the Liver of Mice. Biology (Basel). 2021 Jan 22;10(2):82. doi: 10.3390/biology10020082. PMID: 33499218; PMCID: PMC7911935. 4. Yesildal F, Aydin FN, Deveci S, Tekin S, Aydin I, Mammadov R, Fermanli O, Avcu F, Acikel CH, Ozgurtas T. Aspartame induces angiogenesis in vitro and in vivo models. Hum Exp Toxicol. 2015 Mar;34(3):260-5. doi: 10.1177/0960327114537535. Epub 2014 Jun 12. PMID: 24925367.
In vitro protocol:
1. Gezginci-Oktayoglu S, Ercin M, Sancar S, Celik E, Koyuturk M, Bolkent S, Bolkent S. Aspartame induces cancer stem cell enrichment through p21, NICD and GLI1 in human PANC-1 pancreas adenocarcinoma cells. Food Chem Toxicol. 2021 Jul;153:112264. doi: 10.1016/j.fct.2021.112264. Epub 2021 May 14. PMID: 33992720. 2. Maghiari AL, Coricovac D, Pinzaru IA, Macașoi IG, Marcovici I, Simu S, Navolan D, Dehelean C. High Concentrations of Aspartame Induce Pro-Angiogenic Effects in Ovo and Cytotoxic Effects in HT-29 Human Colorectal Carcinoma Cells. Nutrients. 2020 Nov 24;12(12):3600. doi: 10.3390/nu12123600. PMID: 33255204; PMCID: PMC7760274.
In vivo protocol:
1. Finamor IA, Bressan CA, Torres-Cuevas I, Rius-Pérez S, da Veiga M, Rocha MI, Pavanato MA, Pérez S. Long-Term Aspartame Administration Leads to Fibrosis, Inflammasome Activation, and Gluconeogenesis Impairment in the Liver of Mice. Biology (Basel). 2021 Jan 22;10(2):82. doi: 10.3390/biology10020082. PMID: 33499218; PMCID: PMC7911935. 2. Yesildal F, Aydin FN, Deveci S, Tekin S, Aydin I, Mammadov R, Fermanli O, Avcu F, Acikel CH, Ozgurtas T. Aspartame induces angiogenesis in vitro and in vivo models. Hum Exp Toxicol. 2015 Mar;34(3):260-5. doi: 10.1177/0960327114537535. Epub 2014 Jun 12. PMID: 24925367.
1: Finamor I, Pavanato MA, Pês T, Ourique G, Saccol E, Schiefelbein S, Llesuy S, Partata W. N-acetylcysteine protects the rat kidney against aspartame-induced oxidative stress. Free Radic Biol Med. 2014 Oct;75 Suppl 1:S30. doi: 10.1016/j.freeradbiomed.2014.10.759. Epub 2014 Dec 10. PubMed PMID: 26461335. 2: Ashok I, Sheeladevi R, Wankhar D. Acute effect of aspartame-induced oxidative stress in Wistar albino rat brain. J Biomed Res. 2015 Sep;29(5):390-6. doi: 10.7555/JBR.28.20120118. Epub 2014 Jan 12. PubMed PMID: 26445572; PubMed Central PMCID: PMC4585433. 3: Maillet EL, Cui M, Jiang P, Mezei M, Hecht E, Quijada J, Margolskee RF, Osman R, Max M. Characterization of the Binding Site of Aspartame in the Human Sweet Taste Receptor. Chem Senses. 2015 Oct;40(8):577-86. doi: 10.1093/chemse/bjv045. PubMed PMID: 26377607. 4: Kirkland D, Gatehouse D. "Aspartame: A review of genotoxicity data". Food Chem Toxicol. 2015 Oct;84:161-8. doi: 10.1016/j.fct.2015.08.021. Epub 2015 Aug 28. Review. PubMed PMID: 26321723. 5: Mollica A, Mirzaie S, Costante R, Carradori S, Macedonio G, Stefanucci A, Dvoracsko S, Novellino E. Exploring the biological consequences of conformational changes in aspartame models containing constrained analogues of phenylalanine. J Enzyme Inhib Med Chem. 2015 Aug 26:1-11. [Epub ahead of print] PubMed PMID: 26308194. 6: Adaramoye OA, Akanni OO. Effects of long-term administration of aspartame on biochemical indices, lipid profile and redox status of cellular system of male rats. J Basic Clin Physiol Pharmacol. 2015 Aug 6. pii: /j/jbcpp.ahead-of-print/jbcpp-2014-0130/jbcpp-2014-0130.xml. doi: 10.1515/jbcpp-2014-0130. [Epub ahead of print] PubMed PMID: 26247507. 7: Roberts J. Oral health and nutrition: Aspartame and other materials. Br Dent J. 2015 Jul 10;219(1):3. doi: 10.1038/sj.bdj.2015.542. PubMed PMID: 26159964. 8: Kim GD, Park YS, Ahn HJ, Cho JJ, Park CS. Aspartame Attenuates 2, 4-Dinitrofluorobenzene-Induced Atopic Dermatitis-Like Clinical Symptoms in NC/Nga Mice. J Invest Dermatol. 2015 Jun 22. doi: 10.1038/jid.2015.234. [Epub ahead of print] PubMed PMID: 26099025. 9: Alkafafy Mel-S, Ibrahim ZS, Ahmed MM, El-Shazly SA. Impact of aspartame and saccharin on the rat liver: Biochemical, molecular, and histological approach. Int J Immunopathol Pharmacol. 2015 Jun;28(2):247-55. doi: 10.1177/0394632015586134. Epub 2015 May 26. PubMed PMID: 26015492. 10: Wu S, Yan S, Qi W, Huang R, Cui J, Su R, He Z. Green synthesis of gold nanoparticles using aspartame and their catalytic activity for p-nitrophenol reduction. Nanoscale Res Lett. 2015 May 8;10:213. doi: 10.1186/s11671-015-0910-7. eCollection 2015. PubMed PMID: 25991916; PubMed Central PMCID: PMC4431991. 11: PLOS ONE Staff. Correction: Aspartame sensitivity? A double blind randomised crossover study. PLoS One. 2015 May 7;10(5):e0126039. doi: 10.1371/journal.pone.0126039. eCollection 2015. PubMed PMID: 25951455; PubMed Central PMCID: PMC4423991. 12: Vistuba JP, Dolzan MD, Vitali L, de Oliveira MA, Micke GA. Sub-minute method for simultaneous determination of aspartame, cyclamate, acesulfame-K and saccharin in food and pharmaceutical samples by capillary zone electrophoresis. J Chromatogr A. 2015 May 29;1396:148-52. doi: 10.1016/j.chroma.2015.03.070. Epub 2015 Apr 8. PubMed PMID: 25895731. 13: Gawande HM, Arora S, Sharma V, Wadhwa BK. Aspartame: safety and stability in kalakand. J Food Sci Technol. 2015 Apr;52(4):2373-9. doi: 10.1007/s13197-013-1206-5. Epub 2013 Nov 16. PubMed PMID: 25829622; PubMed Central PMCID: PMC4375192. 14: Sathyapalan T, Thatcher NJ, Hammersley R, Rigby AS, Courts FL, Pechlivanis A, Gooderham NJ, Holmes E, le Roux CW, Atkin SL. Aspartame sensitivity? A double blind randomised crossover study. PLoS One. 2015 Mar 18;10(3):e0116212. doi: 10.1371/journal.pone.0116212. eCollection 2015. Erratum in: PLoS One. 2015;10(5):e0126039. PubMed PMID: 25786106; PubMed Central PMCID: PMC4364783. 15: Mancini FR, Paul D, Gauvreau J, Volatier JL, Vin K, Hulin M. Dietary exposure to benzoates (E210-E213), parabens (E214-E219), nitrites (E249-E250), nitrates (E251-E252), BHA (E320), BHT (E321) and aspartame (E951) in children less than 3 years old in France. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2015;32(3):293-306. doi: 10.1080/19440049.2015.1007535. Epub 2015 Feb 16. PubMed PMID: 25686474. 16: Choudhary AK, Sheela Devi R. Longer period of oral administration of aspartame on cytokine response in Wistar albino rats. Endocrinol Nutr. 2015 Mar;62(3):114-22. doi: 10.1016/j.endonu.2014.11.004. Epub 2015 Feb 11. PubMed PMID: 25681123. 17: von Poser Toigo E, Huffell AP, Mota CS, Bertolini D, Pettenuzzo LF, Dalmaz C. Metabolic and feeding behavior alterations provoked by prenatal exposure to aspartame. Appetite. 2015 Apr;87:168-74. doi: 10.1016/j.appet.2014.12.213. Epub 2014 Dec 24. PubMed PMID: 25543075. 18: Fasciani C, Silvero MJ, Anghel MA, Argüello GA, Becerra MC, Scaiano JC. Aspartame-stabilized gold-silver bimetallic biocompatible nanostructures with plasmonic photothermal properties, antibacterial activity, and long-term stability. J Am Chem Soc. 2014 Dec 17;136(50):17394-7. doi: 10.1021/ja510435u. Epub 2014 Dec 9. PubMed PMID: 25487127. 19: Prokic MD, Paunovic MG, Matic MM, Djordjevic NZ, Ognjanovic BI, Stajn AS, Saicic ZS. Prooxidative effects of aspartame on antioxidant defense status in erythrocytes of rats. J Biosci. 2014 Dec;39(5):859-66. PubMed PMID: 25431414. 20: Palmnäs MS, Cowan TE, Bomhof MR, Su J, Reimer RA, Vogel HJ, Hittel DS, Shearer J. Low-dose aspartame consumption differentially affects gut microbiota-host metabolic interactions in the diet-induced obese rat. PLoS One. 2014 Oct 14;9(10):e109841. doi: 10.1371/journal.pone.0109841. eCollection 2014. PubMed PMID: 25313461; PubMed Central PMCID: PMC4197030.