Chemoenzymatic synthesis of the sialyl Lewis X glycan and its derivatives

• Published in: Carbohydrate research Vol. 345; no. 9; pp. 1107 - 1113
• Main Authors: Soriano del Amo, David, Wang, Wei, Besanceney, Christen, Zheng, Tianqing, He, Yizheng, Gerwe, Brian, Seidel, Ronald D., Wu, Peng
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 16.06.2010; Elsevier
• Subjects: Amino Sugars - chemistry; Amino Sugars - metabolism; Biochemistry & Molecular Biology; Carbohydrate Sequence; Chemistry; Chemistry, Applied; Chemistry, Organic; Chemoenzymatic synthesis; Fucose; Fucose - chemistry; Fucose - metabolism; Fucosyltransferases - metabolism; Life Sciences & Biomedicine; Molecular Sequence Data; Nucleotidyltransferases - metabolism; Oligosaccharides - chemical synthesis; Oligosaccharides - chemistry; Oligosaccharides - metabolism; Physical Sciences; Science & Technology; Sialic acid; Sialyl Lewis X Antigen; Stereoisomerism; Substrate Specificity; Transferases; Sialic acid; Chemoenzymatic synthesis; Transferases; Fucose; NUCLEOTIDE; OLIGOSACCHARIDES; SET; PATHWAY; DETERMINANT; ENZYMATIC-SYNTHESIS; ELAM-1; LEX
• ISSN: 0008-6215; 1873-426X
• DOI: 10.1016/j.carres.2010.03.032

A combination of recombinant FKP and α-(1→3)-fucosyltransferase allows the facile synthesis of the sialyl Lewis X tetrasaccharide glycan and its derivatives in excellent yield. In this system, the universal fucosyl donor, guanidine 5′-diphosphate-β- l-fucose (GDP-fucose), or its analogues can be generated in situ by cofactor recycling using pyruvate kinase.