- A concise synthesis of the O-glycosylated amino acid building block; using phenyl selenoglycoside as a glycosyl donor
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A new glycosylation methodology for synthesizing a protected TF antigen is described. The key step is to use phenyl selenoglycoside as a glycosyl donor, thereby successfully establishing O-linked Fmoc-protected threoninyl monosaccharide in an excellent yi
- Jiaang, Weir-Torn,Chang, Meng-Yang,Tseng, Ping-Hui,Chen, Shui-Tein
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- Automated solid-phase synthesis of oligosaccharides containing sialic acids
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A sialic acid glycosyl phosphate building block was designed and synthesized. This building block was used to prepare α-sialylated oligosaccharides by automated solid-phase synthesis selectively.
- Lai, Chian-Hui,Hahm, Heung Sik,Liang, Chien-Fu,Seeberger, Peter H.
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- Stripping off water at ambient temperature: Direct atom-efficient acetal formation between aldehydes and diols catalyzed by water-tolerant and recoverable vanadyl triflate
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(Chemical Equation Presented) Aromatic aldehydes can be readily protected as acetals with 1,2- and 1,3-diols by using vanadyl triflate as a catalyst in CH3CN at ambient temperature. Carbohydrate-based 1,2- and 1,3-diols can similarly be protected in good to excellent yields. The catalyst can be readily recovered from the aqueous layer. In combination with vanadyl triflate-catalyzed sequential regioselective, reductive acetal opening and chemoselective acylations, the title method allows for differential functionalization of all four hydroxyl units in a given glucopyranoside.
- Chen, Chien-Tien,Weng, Shiue-Shien,Kao, Jun-Qi,Lin, Chun-Cheng,Jan, Mi-Dan
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p. 3343 - 3346
(2007/10/03)
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- Facile solid-phase synthesis of an antifreeze glycoprotein
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The antifreeze glycoproteins (AFGPs) 1 are composed of a repeating tripeptide unit (Ala-Thr-Ala) in which the threonine residue is glycosylated with the disaccharide β-D-Gal-(1 → 3)-α-D-GalNAc. A new procedure for synthesizing AFGPs using Fmoc-(Ac4/
- Tseng, Ping-Hui,Jiaang, Weir-Torn,Chang, Meng-Yang,Chen, Shui-Tein
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p. 585 - 590
(2007/10/03)
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