ISSN:
1438-2199
Keywords:
α-Amino acids
;
β-Amino acids
;
α-Aryl-α-amino acids
;
Chiral auxiliary
;
Deracemization
;
Glycosyl-α-amino acids
;
2-Hydroxypinan-3-one
;
Immonium ions
;
Urethane N-protected N-carboxyanhydrides
Source:
Springer Online Journal Archives 1860-2000
Topics:
Medicine
Notes:
Summary Some of the chemistry of amino acids going on in our laboratory (Laboratoire des Amino acides Peptides et Protéines) is described as well as some mass spectrometry methodology for their characterization particularly on solid supports. Several aspects are presented including: (i) the stereoselective synthesis of natural and unnatural amino acids using 2-hydroxypinan-3-one as chiral auxiliary; (ii) the stereoselective synthesis of natural and unnatural amino acids by deracemization ofα-amino acidsvia their ketene derivatives; (iii) the synthesis ofα-aryl-α-amino acidsvia reaction of organometallics with a glycine cation; (iv) the diastereoselective synthesis of glycosyl-α-amino acids; (v) the synthesis ofβ-amino acids using a-aminopyrrolidinopiperazinediones as chiral templates; (vi) the reactivity of urethane-N-protected N-carboxyanhydrides. To characterize natural and non natural amino acids through their immonium ions by mass spectrometry, some methodology is also described.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01388176
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