1985
DOI: 10.1016/s0065-2318(08)60068-2
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Synthetic N- and O- Glycosyl Derivatives of L-Asparagine, L-Serine, and L-Threonine

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Cited by 91 publications
(16 citation statements)
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“…Synthesis of Glycopeptides-We have chemically synthesized a number of glycopeptides to systematically study the substrate requirement of glycoamidases A and F. The chemical construction of the glycosylamine-␤-L-aspartyl bond has been achieved with protected sugars and protected Asp by various methods (34 -37), and the Asp was further extended to glycopeptides (38,39). When we, as well as others (40,41), followed a published method (34) for glycopeptide synthesis, the target compounds could be obtained only after extensive purification, and the yields were low.…”
Section: Discussionmentioning
confidence: 99%
“…Synthesis of Glycopeptides-We have chemically synthesized a number of glycopeptides to systematically study the substrate requirement of glycoamidases A and F. The chemical construction of the glycosylamine-␤-L-aspartyl bond has been achieved with protected sugars and protected Asp by various methods (34 -37), and the Asp was further extended to glycopeptides (38,39). When we, as well as others (40,41), followed a published method (34) for glycopeptide synthesis, the target compounds could be obtained only after extensive purification, and the yields were low.…”
Section: Discussionmentioning
confidence: 99%
“…Work with these had to wait for effective synthetic methodology, which is exemplified by the work of Paulsen 93 and Jeanloz. 94 In the author's laboratory, several O-linked glycopeptide analogs of enkephalin were synthesized and studied. 95 Classical pharmacological theories of BBB transport suggest that peptides are not lipophilic enough to diffuse into the brain.…”
Section: O-linked Glycopeptides and The ''Biousian Hypothesis''mentioning
confidence: 99%
“…peptides containing N-glycosides via P-amide of asparagine (Asn-Glyc) (Garg and Jeanloz, 1985;Meldal, 1994). The classic method of preparing an Asnlinked oligosaccharide is to start with glycosyl halide, which is converted to glycosyl azide.…”
Section: Glycosylamine Derivativesmentioning
confidence: 99%