Title: Hercynine
CAS Registry Number: 534-30-5
CAS Name: (aS)-a-Carboxy-N,N,N-trimethyl-1H-imidazole-4-ethanaminium inner salt
Additional Names: L-(1-carboxy-2-imidazol-4-ylethyl)trimethyl ammonium hydroxide inner salt; histidine-betaine; histidine trimethylbetaine
Molecular Formula: C9H15N3O2
Molecular Weight: 197.23
Percent Composition: C 54.81%, H 7.67%, N 21.31%, O 16.22%
Literature References: Present in many fungi, especially in Amanita muscaria Fr. and Agaricus campestris L., Agaricaceae. Isoln: Kutscher, Zentralbl. Physiol. 24, 775 (1910); 26, 569 (1912); Barger, Ewins, J. Chem. Soc. 99, 2340 (1911); Küng, Z. Physiol. Chem. 91, 249 (1914). Occurrence in the Limulus polyphemus L. (king crab), and prepn: Ackermann, List, ibid. 313, 30 (1958). Synthesis: Reinhold et al., J. Med. Chem. 11, 258 (1968). Biosynthesis by fungi and Actinomycetales: Genghof, J. Bacteriol. 103, 475 (1969).
Properties: White crystals from methanol and ether, mp 237-238° (dec). [a]D22 +44.5° (5N HCl). Sol in water, alc.
Melting point: mp 237-238° (dec)
Optical Rotation: [a]D22 +44.5° (5N HCl) |