Chemistry:Saccharopine

From HandWiki

Saccharopine is an intermediate in the metabolism of amino acid lysine. It is a precursor of lysine in the alpha-aminoadipate pathway which occurs in fungi and euglenids. In mammals and seed plants saccharopine is an intermediate in the degradation of lysine, formed by condensation of lysine and alpha-ketoglutarate.

Biochemical reactions

The reactions involved, catalysed by saccharopine dehydrogenases, are:[1][2][3]

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Pathology

Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation.[4]

History

Saccharopine was first isolated in 1961 from baker's yeast (Saccharomyces cerevisiae, hence the name) by Darling and Larsen.[5]

See also

  • Opines

References

  1. "Saccharopine dehydrogenase. Interaction with substrate analogues". Eur. J. Biochem. 25 (2): 301–7. 1972. doi:10.1111/j.1432-1033.1972.tb01697.x. PMID 4339117. 
  2. "Saccharopine, an intermediate of the aminoadipic acid pathway of lysine biosynthesis. IV. Saccharopine dehydrogenase". J. Biol. Chem. 241 (14): 3435–40. 1966. doi:10.1016/S0021-9258(18)96483-5. PMID 4287986. 
  3. "Chemical mechanism of saccharopine reductase from Saccharomyces cerevisiae". Biochemistry 48 (25): 5899–907. June 2009. doi:10.1021/bi900599s. PMID 19449898. 
  4. Higashino, K. (1998). "Saccharopinuria (a variant form of familial hyperlysinemia)". Ryoikibetsu Shokogun Shirizu (18 Pt 1): 191–4. PMID 9590025. 
  5. Darling, S., and Larsen, P. O., Saccharopine, a new amino acid in Baker's and Brewer's yeast: I. Isolation and properties. Acta Chem. Scand., 15, 743 (1961).