Hernandulcin
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Surname | Hernandulcin | |||||||||
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Molecular formula | C 15 H 24 O 2 | |||||||||
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properties | ||||||||||
Molar mass | 236.35 g mol −1 | |||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Hernandulcin is a sweet tasting sesquiterpene that is found in the Aztec sweet herb (Lippia dulcis) .
Occurrence
Hernandulcin was isolated as a colorless, oily substance from the Aztec sweet herb and named after the Spanish doctor Francisco Hernández , who was the first to describe the Aztec sweet herb in 1570.
properties
The sweetness of hernandulcine compared to sucrose is 1,250 in a 0.25 molar solution . The sweet taste is slightly less pleasant than that of sucrose and is accompanied by a bitter aftertaste.
The specific rotation value of the natural (+) - hernandulcin is + 126 ° (c = 0.113 in ethanol at 22 ° C ).
After synthesis of all stereoisomers it was found that only the natural (+) - hernandulcin with (2 S , 6 S ) -configuration tastes sweet. All other non-natural stereoisomers only taste bitter.
Manufacturing
In the meantime it has been possible to synthesize (+) - hernandulcin in an enantiospecific manner .
Individual evidence
- ↑ a b c Kenji Mori; Minoru Kato: Synthesis of (6S, 1'S) - (+) - Hernandulcin, a sweetner and its stereoisomers , Tetrahedron 42, 5895-5900, 1986.
- ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
- ↑ Jung Hun Kima; Hyun Jin Lima; Seung Hoon Cheon: Synthesis of (+) - hernandulcin and (+) - epihernandulcin , Tetrahedron Letters 43, 4721-4722, 2002 doi : 10.1016 / S0040-4039 (02) 00939-5 .
literature
- H.-D. Belitz et al .: Textbook of Food Chemistry . 5th ed., Springer, Berlin et al., 2001. 435-436.
- JA Miller: “A simple sweet from an Aztec herb - hernandulcin”. Science News (January 26, 1985). here online .