01854nas a2200289 4500000000100000008004100001260001600042653002400058653002600082653001800108653003800126653001600164653001800180653006800198100001200266700001700278700001500295700001500310700001100325245014400336856007600480300001100556490000700567050001500574520096100589022001401550 2010 d c2010 Jun 0110aAntigens, Bacterial10aCarbohydrate Sequence10aDisaccharides10aEnzyme-Linked Immunosorbent Assay10aGlycolipids10aGlycoproteins10aSpectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization1 aZhang J1 aChatterjee D1 aBrennan PJ1 aSpencer JS1 aLiav A00aA modified synthesis and serological evaluation of neoglycoproteins containing the natural disaccharide of PGL-I from Mycobacterium leprae. uhttp://www.ncbi.nlm.nih.gov/pmc/articles/PMC2917636/pdf/nihms206384.pdf a3250-30 v20 aZHANG 20093 a

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 neoglycoproteins 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.

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