Selenomethionine
Structural Formula Vector Image
Title: Selenomethionine
CAS Registry Number: 1464-42-2
CAS Name: 2-Amino-4-(methylseleno)butanoic acid
Additional Names: a-amino-g-(methylseleno)butyric acid
Molecular Formula: C5H11NO2Se
Molecular Weight: 196.11
Percent Composition: C 30.62%, H 5.65%, N 7.14%, O 16.32%, Se 40.26%
Line Formula: CH3SeCH2CH2CH(NH2)COOH
Literature References: Selenium analog of methionine. Prepn of DL-form: E. P. Painter, J. Am. Chem. Soc. 69, 232 (1949); H. J. Klosterman, E. P. Painter, ibid. 2009; G. Zdansky, Ark. Kemi 19, 559 (1962), C.A. 58, 6919h (1963). Prepn of L-form: idem, ibid. 29, 437 (1968); C. S. Pande et al., J. Org. Chem. 35, 1440 (1970). Biosynthesis of radioactive (75Se) form: M. Blau, Biochim. Biophys. Acta 49, 389 (1961). Metabolism: M. Blau, J. F. Holland in Radioactive Pharmaceuticals, G. A. Andrews et al., Eds. (USAEC Symposium Series #6, 1976) pp 409-421. Review of use in pancreatic scanning: J. E. Agnew et al., Br. J. Radiol. 49, 979-995 (1976).
 
Derivative Type: DL-Form
Properties: Transparent, hexagonal sheets or plates from methanol and water, metallic luster; mp 265° (dec). IR spectrum: Zdansky, loc. cit. (1962).
Melting point: mp 265° (dec)
 
Derivative Type: L-Form
Properties: Crystals from aqueous acetone; mp 266-268° (dec). [a]D22 +21.6° (c = 0.5 in 2N HCl).
Melting point: mp 266-268° (dec)
Optical Rotation: [a]D22 +21.6° (c = 0.5 in 2N HCl)
 
Derivative Type: 75Se-Injection
CAS Registry Number: 1187-56-0
Trademarks: Sethotope (BMS)
 
Therap-Cat: 75Se as diagnostic aid (radioactive imaging agent).

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