Solid-Phase Synthesis of Core 8<i>O</i>-Glycan-Linked MUC5AC Glycopeptide

Maemura, Makoto; Ohgaki, Atsushi; Nakahara, Yuko; Hojo, Hironobu; Nakahara, Yoshiaki

doi:10.1271/bbb.69.1575

Cited by 12 publications

(6 citation statements)

References 26 publications

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“…These segments were then condensed by the thioester method20, 21 to obtain distinctively sialylated glycopeptide 12 . The benzyl protection strategy was also applied to the synthesis of MUC5AC glycopeptide carrying core 8 O ‐glycan22 as well as MUC1 glycopeptide carrying non‐natural sialyl TF‐β O ‐glycan 23…”

Section: O‐glycosylationmentioning

confidence: 99%

Recent progress in the field of glycopeptide synthesis

Hojo

Nakahara

2007

Biopolymers

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Glycosylation is a common post‐translational modification of proteins. Although its significance in biological system is well recognized, approaches to analyze carbohydrate function are limited. This is because of difficulty in obtaining homogeneous glycoproteins from natural sources. Due to the progress of the carbohydrate and peptide chemistry, syntheses of various homogeneous glycopeptides and glycoproteins, which are suitable for biological studies, have been achieved by chemical means. In this review, we briefly summarize recent advances in the field of glycopeptide synthesis after 1999. © 2007 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 88: 308–324, 2007. This article was originally published online as an accepted preprint. The ‘Published Online’ date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at biopolymers@wiley.com

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Section: O‐glycosylationmentioning

confidence: 99%

Recent progress in the field of glycopeptide synthesis

Hojo

Nakahara

2007

Biopolymers

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“…Based on the slight looseness in substrate specificity of the enzyme, we were interested in the behavior of the stereoisomeric core 8 Oglycans. However, the glycans of -D-Gal-(1!3)--DGalNAc-Thr and -Ser on a synthetic glycopeptide 12) were entirely inactive to the enzymatic reaction.…”

Section: Synthesis Of Building Blocks 7a and 7bmentioning

confidence: 99%

Chemoenzymatic Synthesis of a MUC1 Glycopeptide Carrying Non-Natural Sialyl TF-βO-Glycan

Tanaka

Nakahara

Kuroda

et al. 2006

Bioscience, Biotechnology, and Biochemistry

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“…All early attempts to synthesize core 5, 27–30 sialyl-core 5, 28 core 7, 27,29 and core 8 (ref. 31) gave 1,2-cis (α-linkage)/1,2-trans(β-linkage) mixtures or low overall yields. An efficient and stereoselective strategy to access these rare cores and their natural sialylated forms is still lacking.…”

Section: Introductionmentioning

confidence: 99%