A modified synthesis and serological evaluation of neoglycoproteins containing the natural disaccharide of PGL-I from Mycobacterium leprae

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:20

Article

Zhang, Jian¹  Chatterjee, Delphi¹  Brennan, Patrick J.¹  Spencer, John S.¹  Liav, Avraham¹ 

[1] Colorado State Univ, Mycobacteria Res Labs, Dept Microbiol Immunol & Pathol, Ft Collins, CO 80523 USA

关键词: Leprosy;    PGL-I;    Natural disaccharide;    Neoglycoprotein;    Serological activities;   

DOI  :  10.1016/j.bmcl.2010.04.072

来源: Elsevier

【 摘 要 】

In order to generate substantial amounts of neoglycoconjugate needed for commercialization of diagnostic kits and high-throughput detection of leprosy, we developed a facile and high-yield synthesis of the corresponding disaccharide. Herein, the non-reducing disaccharide segment of phenolic glycolipid I from Mycobacterium leprae, O-(3,6-di-O-methyl-beta-D-glucopyranosyl)-(1 -> 4)-O-2,3-di-O-methyl-alpha-L-rhamnopyranose was synthesized by an improved procedure. The disaccharide was efficiently conjugated to bovine/human serum albumin, via acyl-azide intermediate, to form natural disaccharide-BSA/HSA neo-glycoproteins that showed a high activity in serodiagnosis of leprosy. The disaccharide incorporated into the proteins was accurately measured by MALDI-TOF mass spectrometry. The serological activities of the neoglycoproteins against pooled human lepromatous leprosy sera were measured by ELISA and they were detectable at picogram amounts. (C) 2010 Elsevier Ltd. All rights reserved.

【 授权许可】

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