Ring opening of sialyllactones with glycine esters

Synthesis of selectively protected glycinyl-NeuAc saccharopeptides

Jacquelyn Gervay-Hague, P. S. Ramamoorthy, Nellie N. Mamuya

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Two different classes of sialyllactones were prepared as potential substrates for ring opening reactions with naturally occurring amino acids. The sialyllactones underwent reaction with Glycine ethyl ester hydrochloride salt to afford selectively protected glycine-NeuAc adducts. The reactions could be performed on NeuAc derivatives capable of serving as glycosylation donors. These compounds represent a new class of saccharopeptides, composed of sugar amino acids and naturally occurring amino acids.

Original languageEnglish (US)
Pages (from-to)11039-11048
Number of pages10
JournalTetrahedron
Volume53
Issue number32
DOIs
StatePublished - Aug 11 1997
Externally publishedYes

Fingerprint

Glycine
Esters
Amino Acids
Glycosylation
Sugar Acids
Sugars
Salts
Derivatives
Substrates
glycine ethyl ester

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Ring opening of sialyllactones with glycine esters : Synthesis of selectively protected glycinyl-NeuAc saccharopeptides. / Gervay-Hague, Jacquelyn; Ramamoorthy, P. S.; Mamuya, Nellie N.

In: Tetrahedron, Vol. 53, No. 32, 11.08.1997, p. 11039-11048.

Research output: Contribution to journalArticle

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