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 language | English (US) |
|---|---|
| Pages (from-to) | 11039-11048 |
| Number of pages | 10 |
| Journal | Tetrahedron |
| Volume | 53 |
| Issue number | 32 |
| DOIs | |
| State | Published - Aug 11 1997 |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Ring opening of sialyllactones with glycine esters
T2 - Synthesis of selectively protected glycinyl-NeuAc saccharopeptides
AU - Gervay-Hague, Jacquelyn
AU - Ramamoorthy, P. S.
AU - Mamuya, Nellie N.
PY - 1997/8/11
Y1 - 1997/8/11
N2 - 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.
AB - 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.
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UR - http://www.scopus.com/inward/citedby.url?scp=0030852173&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(97)00364-5
DO - 10.1016/S0040-4020(97)00364-5
M3 - Article
VL - 53
SP - 11039
EP - 11048
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 32
ER -