Infrared spectra of amino acids and peptides

Orlov, I. G.; Markin, V. S.; Moiseev, Yu. V.; Khurgin, U. I.

doi:10.1007/bf00567992

Cited by 3 publications

(1 citation statement)

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“…Some carbonyl stretch was observed at 1777 cm -1 in the IR spectrum, characteristic of α-amino carboxylic acids at low pH. [62] The selenoxide SeAHO 3 (X = Se) also showed characteristic Se=O stretching bands[63] in the IR at 847 and 878 cm -1 . The 1 H NMR of selenoxide SeAHO 3 (X = Se) in acetic acid- d 4 /H 2 O/H 2 O 2 600:9:1, an organic acidic environment near the pKa's of the carboxylic acid group and the adenine residue, was clean and assignable for the selenoxide SeAHO 3 (X = Se).…”

Section: Resultsmentioning

confidence: 99%

Synthesis and characterization ofSe-adenosyl-L-selenohomocysteine selenoxide

Duclos

Cleary

Catcott

et al. 2014

Journal of Sulfur Chemistry

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Selenium is an essential micronutrient in humans due to the important roles of the selenocysteine-containing selenoproteins. Organoselenium metabolites are generally found to be substrates for the biochemical pathways of their sulfur analogs, and the redox chemistry of selenomethionine and some other metabolites have been previously reported. We now report the first synthesis and characterization of Se-adenosylselenohomocysteine selenoxide (SeAHO) prepared via hydrogen peroxide oxidation of Se-adenosylselenohomocysteine (SeAH). The selenoxide SeAHO, in contrast to its corresponding sulfoxide S-adenosylhomocysteine (SAHO), can form hydrate, has an electrostatic interaction between the α-amino acid moiety and the highly polar selenoxide functional group, and readily oxidizes glutathione (GSH) and cysteine thiols.

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Section: Resultsmentioning

confidence: 99%