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Suosan

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Suosan
Names
IUPAC name Sodium N--β-alaninate
Systematic IUPAC name Sodium 3-{amino}propanoate
Other names N-(((4-Nitrophenyl)amino)carbonyl)-β-alanine monosodium salt
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
UNII
CompTox Dashboard (EPA)
SMILES
  • C1=CC(=CC=C1NC(=O)NCCC(=O)O)(=O)
Properties
Chemical formula C10H10N3NaO5
Molar mass 275.196 g·mol
Melting point 240 °C (464 °F; 513 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Suosan is calorie-free artificial sweetener derived from β-alanine, discovered in 1948 by Petersen et Muller.

Suosan is a sodium salt of p-Nitrophenylcarbamidopropionic acid and is 700 times sweeter than sucrose (table sugar) with a bitter aftertaste. It was never commercialized due to its low solubility in water, particularly under acidic pH (which limited its use, particularly in soft drinks) and concerns that it might form the toxic compound 4-nitroaniline.

See also

References

  1. Petersen S; Muller E (1948). "Über eine neue Gruppe von Süsstoffen (On a new group of sweet substances)". Chemische Berichte. 81: 31–38. doi:10.1002/cber.19480810105.
  2. Santhosh, C.; Mishra, P. C. (1994). "Electrostatic potential and electric field mapping of some sweeteners of the suosan series: A search for the structure-activity relationship". International Journal of Quantum Chemistry. 51 (5): 335. doi:10.1002/qua.560510510.
  3. AD Kinghorn & CM Compadre (2001). "Less common high-potency sweeteners". In Marcel Dekker (ed.). Alternative Sweeteners (Third ed.). New York. pp. 208–234. ISBN 0-8247-0437-1.{{cite book}}: CS1 maint: location missing publisher (link)
  4. Muller, George W; Culberson, J. Chris; Roy, Glenn; Ziegler, Jeanette; Walters, D. Eric; Kellogg, Michael S.; Schiffman, Susan S.; Warwick, Zoe S (May 1992). "Carboxylic acid replacement structure-activity relationships in suosan type sweeteners. A sweet taste antagonist. 1". J. Med. Chem. 35 (10): 1747–1751. doi:10.1021/jm00088a008. PMID 1588556.
  5. ^ Nofre, Claude; Tinti, Jean M; Chatzopoulos, Farroudja O (Mar 5, 1991). "Pyridinyl compounds of N-carbamoyl-N-thiocarbamoyl- or N-amidino-glycine or beta-alanine useful as sweetening agents. US Patent 4997667 A". Retrieved 14 September 2014.

External links

  • Media related to Suosan at Wikimedia Commons
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