8441. Selenomethionine

Nomenclature

CAS number: 3211-76-5
(2S)-2-Amino-4-(methylseleno)butanoic acid; α-amino-γ-(methylseleno)butyric acid; l-selenomethionine.
C5H11NO2Se; mol wt 196.11.
C 30.62%, H 5.65%, N 7.14%, O 16.32%, Se 40.26%.

Description and 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).

Chemical structure

Properties

Crystals from aqueous acetone, mp 266-268° (dec). [α]D22 +21.6° (c = 0.5 in 2N HCl).

Derivative

dl-Form.

Nomenclature

CAS number: 1464-42-2

Properties

Transparent, hexagonal sheets or plates from methanol and water, metallic luster; mp 265° (dec). IR spectrum: Zdansky, loc. cit. (1962).

Derivative

75Se-Injection.

Nomenclature

CAS number: 1187-56-0
Sethotope (BMS).

Therapeutic Category

75Se as diagnostic aid (radioactive imaging agent).

Keywords

Selenomethionine 75Se: Diagnostic Aid (Radioactive Imaging Agent)