(S)-Aspartate semi-aldehyde

aspartate-semi-aldehyde.gif
Ref:
FC-300 (CAS 2338-03-6)

Synonyms: (S)-ASA, L-Aspartate-4-semialdehyde

A natural non-proteinogenic amino acid and a key intermediate in the biosynthesis of the essential amino acids in higher plants and bacteria. ASA is often used to investigate enzymatic biosynthetic pathways including intermediates in aspartate-derived amino acid (L-lysine, L-methionine, L-threoine and L-isoleucine) and early aromatic amino acid (chorismate-derived) synthesis.1

It also represents a relevant synthetic intermediate with access to polyfunctional unnatural amino acid structures and natural products.2

The material is prepared via a reduction route which is not observed to generate inhibitor by-products such as those obtained by ozonolytic reduction.1,3

References:
1. Dobson, R. C. J.; Gerrard, J. A.; Pearce, F. G. Biochem. J. 2004, 377, 757–762;
    Shafiani, S.; Sharma, P.; Vohra, R. M.; Tewari, R.;  J App Microbiol 2005, 98,
    832–838.; Vandenende, C. S.; Vlasschaert, M.; Seah, S. Y. K. J. Bacteriol.
    2004, 5596–5602.
2. Baldwin, J. E.; Flinn, A. Tetrahedron 1987, 28 3605-3608.
3. Black, S., and Wright, N. G. J. Biol. Chem. 1955, 213, 39–50.

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