Journal ArticleDOI
Novel access to (3R)- and (3S)-3-hydroxy-L-aspartic acids, (4S)-4-hydroxy- L-glutamic acid, and related amino acids
Stephen Hanessian,Benoit Vanasse +1 more
TLDR
In this paper, the derivatives of L-aspartic and L-glutamic acids can be converted into α-hydroxy acids via oxygenation of the corresponding enolates.Abstract:
Derivatives of L-aspartic and L-glutamic acids can be converted into α-hydroxy acids via oxygenation of the corresponding enolates.read more
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Hypoxia-inducible factor asparaginyl hydroxylase (FIH-1) catalyses hydroxylation at the beta-carbon of asparagine-803.
Luke A McNeill,Kirsty S. Hewitson,Timothy D. W. Claridge,Jürgen Seibel,Louise Horsfall,Christopher J. Schofield +5 more
TL;DR: NMR and other analyses of a Hydroxylated HIF fragment produced in vitro demonstrate that hydroxylation occurs at the beta-carbon of Asn-803 and imply production of the threo -isomer, in contrast with other known aspartic acid/asparagine hydroxyases that produce the erythro -isomers.
Journal ArticleDOI
Chemistry and biology of ramoplanin: a lipoglycodepsipeptide with potent antibiotic activity.
Journal ArticleDOI
1,3-Asymmetric induction in dianionic allylation reactions of amino acid derivatives-synthesis of functionally useful enantiopure glutamates, pipecolates and pyroglutamates
TL;DR: In this article, the roles of protecting groups and of the electrophile were studied in N-Cbz and N-Boc glutamic acid esters and their potential utility in peptidomimetic design was also described.
Journal ArticleDOI
Development of a Flexible Approach to Nuphar Alkaloids via Two Enantiospecific Piperidine-Forming Reactions
TL;DR: The stereoselective synthesis of functionalized lactam 7 via two enantiospecific piperidine-forming techniques and its employment in a general synthetic approach to Nuphar alkaloids is described.
References
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Book
Synthesis of optically active α-amino acids
TL;DR: Asymmetric derivatization of glycine as mentioned in this paper has been shown to be a useful technique for the synthesis of complex amino acids. But it is difficult to verify its correctness.
Related Papers (5)
Chirospecific synthesis of .beta.-hydroxy .alpha.-amino acids
Renee C. Roemmele,Henry Rapoport +1 more