Electric Literature of 14215-68-0. Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 14215-68-0, Name is N-((2S,3R,4R,5R,6R)-2,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)acetamide
An efficient streamlined chemoenzymatic approach has been developed for gram-scale synthesis of Lewis a angtigen (LeabetaProN3) and a library of sialyl Lewis a antigens (sLeabetaProN3) containing different sialic acid forms. Intially, commercially available inexpensive N-acetylglucosamine (GlcNAc) was converted to its N?-glycosyl p-toluenesulfonohydrazide in one step. Followed by chemical glycosylation, GlcNAcbetaProN3 was synthesized using this protecting group-free method in high yield (82%). Sequential one-pot multienzyme (OPME) beta1?3-galactosylation of GlcNAcbetaProN3 followed by OPME alpha1?4-fucosylation reactions produced target LeabetaProN3 in gram-scale. Structurally diverse sialic acid forms was successfully introduced using a OPME sialylation reation containing a CMP-sialic acid synthetase and Pasteurella multocida alpha2?3-sialyltransferase 1 (PmST1) mutant PmST1 M144D with or without a sialic acid aldolase to form sLeabetaProN3 containing naturally occurring or non-natural sialic acid forms in preparative scales.
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Reference：
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics