Aspartame - ≥98% , CAS No.22839-47-0

CAS: 22839-47-0 Cat. No.: A113247 Peso molecular: 294.3 Beilstein Registry Number: 2223850 Número EC: 245-261-3

GRADE & PURITY ≥98%

Synonyms

N-L-α-Aspartyl-L-phenylalanine 1-Methyl Ester | H-Asp-Phe-OMe

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

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

Specifications

Sinónimos

N-L-α-Aspartyl-L-phenylalanine 1-Methyl Ester | H-Asp-Phe-OMe

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

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 fact

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Propiedades del producto

• ALogP: -2.7

Nombres e identificadores

• Pubchem Sid: 488187825
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187825
• Sonrisas canónicas: COC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC(=O)O)N
• IUPAC Name: (3S)-3-amino-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• InChIKey: IAOZJIPTCAWIRG-QWRGUYRKSA-N
• 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
• Isómeros SMILES: COC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC(=O)O)N
• WGK Alemania: 2
• RTECS: WM3407000
• Peso molecular: 294.3
• Beilstein: 2223850
• Reaxy-Rn: 4707041
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4707041&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Not available
• Direct Parent: Peptides
• Alternative Parents: Phenylalanine and derivatives Alpha amino acid esters N-acyl-alpha amino acids and derivatives Beta amino acids and derivatives Amphetamines and derivatives Fatty acid esters Dicarboxylic acids and derivatives Methyl esters Amino acids Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Carboximidic acids Hydrocarbon derivatives Carbonyl compounds Organic oxides Organopnictogen compounds Monoalkylamines
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha peptide - Phenylalanine or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Beta amino acid or derivatives - Alpha-amino acid or derivatives - Amphetamine or derivatives - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Dicarboxylic acid or derivatives - Methyl ester - Amino acid or derivatives - Amino acid - Carboxylic acid ester - Organic 1,3-dipolar compound - Carboximidic acid - Carboximidic acid derivative - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid - Organopnictogen compound - Amine - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Primary amine - Organooxygen compound - Primary aliphatic amine - Organonitrogen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
• External Descriptors: dipeptide - methyl ester - carboxylic acid

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

Discover Target: TSHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Homo sapiens (32628 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SETD7 Tchem Histone-lysine N-methyltransferase SETD7 (390 Activities)

Discover Target: SETD7

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

Discover Target: KDM4A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ABCB11 Tchem Bile salt export pump (2311 Activities)

Discover Target: ABCB11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAS1R2 Tbio Taste receptor type 1 member 2 (15 Activities)

Discover Target: TAS1R2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAS1R3 Tbio Taste receptor type 1 member 3 (10 Activities)

Discover Target: TAS1R3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC22A8 Tclin Solute carrier family 22 member 8 (241 Activities)

Discover Target: SLC22A8

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAS2R31 Tchem Taste receptor type 2 member 31 (86 Activities)

Discover Target: TAS2R31

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC22A11 Tclin Solute carrier family 22 member 11 (82 Activities)

Discover Target: SLC22A11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TAS1R3 Tbio T1R1/T1R3 (473 Activities)

Discover Target: TAS1R3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc22a6 Solute carrier family 22 member 6 (141 Activities)

Discover Target: Slc22a6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in formic acid, dimethyl sulfoxide. Sparingly soluble in water and ethanol.
• Rotación específica [α]: 14.5 ° (C=4, 15mol/L Formic Acid)
• Punto de fusión (°C): 248-250°C
• Peso molecular: 294.300 g/mol
• XLogP3: -2.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 294.122 Da
• Monoisotopic Mass: 294.122 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 380.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Zhijian Ke, Junyun Song, Jingrui Ma, Mengting Wang, Haiguang Mao, Chunli Xia, Lili Qi, Yidong Zhou, Jinbo Wang.  (2023)  Isolation and characterization of the aspartame-degrading strain Pseudarthrobacter sp. AS-1.  ENVIRONMENTAL POLLUTION,      [PMID:37944888] [10.1016/j.envpol.2023.122883]

2. Linyang Song, Xiaoyi He, Mengxia Wang, Lixia Li, Jing Liu, Guoying Li, Junhua Yang.  (2023)  IFN-γ mediated neuroinflammation and behaviour abnormality after maternal exposure to low dose mixture of food additives and pesticides.  FOOD AND AGRICULTURAL IMMUNOLOGY,      [PMID:] [10.1080/09540105.2023.2226841]

3. Jun Dong, Haoran Wu, Yi Cao, Jiaxin Yuan, Qingyan Han, Wei Gao, Chengyun Zhang, Jianxia Qi, Mengtao Sun.  (2022)  Capillary-force-assisted self-assembly of gold nanoparticles into highly ordered plasmonic thin films for ultrasensitive SERS.  PHYSICAL CHEMISTRY CHEMICAL PHYSICS,  25  (3): (1649-1658).  [PMID:36541051] [10.1039/D2CP05158C]

4. Qichao Ye, Chen Men, Lili Tian, Yuxin Liu, Lei Zhan, Yuan Fang Li, Cheng Zhi Huang, Shu Jun Zhen.  (2021)  Preparation of a molecularly imprinted test strip for point-of-care detection of thiodiglycol, a sulfur mustard poisoning metabolic marker.  TALANTA,      [PMID:34364498] [10.1016/j.talanta.2021.122701]

5. Ferry Saputra, Yu-Heng Lai, Rey Arturo T. Fernandez, Allan Patrick G. Macabeo, Hong-Thih Lai, Jong-Chin Huang, Chung-Der Hsiao.  (2021)  Acute and Sub-Chronic Exposure to Artificial Sweeteners at the Highest Environmentally Relevant Concentration Induce Less Cardiovascular Physiology Alterations in Zebrafish Larvae.  Biology-Basel,  10  (6): (548).  [PMID:34207293] [10.3390/biology10060548]

6. Sun Xiao-Dong, Wu Hai-Long, Liu Zhi, Chen Yue, Liu Qian, Ding Yu-Jie, Yu Ru-Qin.  (2018)  Rapid and Sensitive Detection of Multi-Class Food Additives in Beverages for Quality Control by Using HPLC-DAD and Chemometrics Methods.  Food Analytical Methods,  12  (2): (381-393).  [PMID:] [10.1007/s12161-018-1370-3]

7. Hongmei Zhang, Shixin Sun, Yanqing Wang, Zhenghao Fei, Jian Cao.  (2018)  Binding mechanism of five typical sweeteners with bovine serum albumin.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:30015031] [10.1016/j.saa.2018.07.013]

8. Li’na Qiao, Sihua Qian, Yuhui Wang, Hengwei Lin.  (2018)  A colorimetric sensor array based on sulfuric acid assisted KMnO4 fading for the detection and identification of pesticides.  TALANTA,      [PMID:29426516] [10.1016/j.talanta.2018.01.029]

9. Weiwei Jiang, Yuwei Cheng, Lei Hou, Ying Huang, Sizhen Wang, Yunchang Zhang, Tao Jiang, Feng Yang, Zhiqiang Ma.  (2024)  A dual-prodrug nanogel combining Vorinostat and Pyropheophorbide a for a high efficient photochemotherapy.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:38977163] [10.1016/j.ijpharm.2024.124422]

10. Hongkun Zhao, Chunning Chen, Yalei Wang, Jiaqi Liu, Jiaxin Lu, Jingtong Zhai, Rui Li, Nan Lu.  (2025)  A paper-based SERS/colorimetry substrate for reliable detection.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:39824014] [10.1016/j.saa.2025.125731]

11. Bin Qiu, Zhao Chen, Xiaomei Pei, Zhenggang Cui, Binglei Song.  (2025)  Viscoelastic behavior of wormlike micellar solutions formed by an aspartame-based bicephalous anionic surfactant.  Soft Matter,  21  (8): (1583-1591).  [PMID:39902528] [10.1039/D5SM00013K]

12. Yan Bai, Ji Feng, Xiao-Yu Wu, Zhi-Sheng Yao, Yue-Tong Liu, Yu-Hong Li, Guo-Dong Lu, Kun Xue.  (2026)  Aspartame exacerbates cerebral ischemia–reperfusion injury via mitochondrial dysfunction and ERK/CREB1 pathway suppression.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:41762991] [10.1016/j.ecoenv.2026.119938]

13. Shiqin Gong, Ziqi Li, Fang Liu, Yi Xiao.  (2026)  Aspartame induces autophagy to extend healthspan in Caenorhabditis elegans via mTORC1/LET-363-TFEB/HLH-30 pathway.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2026.108775]