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Synthesis of a Core Arabinomannan Oligosaccharide of Mycobacterium tuberculosis
✍ Scribed by Hölemann, Alexandra; Stocker, Bridget L.; Seeberger, Peter H.
- Book ID
- 126407823
- Publisher
- American Chemical Society
- Year
- 2006
- Tongue
- English
- Weight
- 386 KB
- Volume
- 71
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
The synthesis of three mannosyl-arabinosides 4-6 found as terminal epitopes of mannosylated lipoarabinomannan (ManLAM) from Mycobacterium tuberculosis is reported. A key step in the synthesis of the required protected octyl 13-D-arabinofuranoside derivative 7 involved glycosylation of octanol by 5-O
The oligosaccharide core region, beta-D-Glcp-(1----3)-beta-D-Glcp-(1----4)-alpha-D-Glcp- 1----1)-alpha-D-Glcp (1), of the lipo-oligosaccharide-type antigens isolated from M. kansasii has been synthesised from 2,3,2',3',4',6'-hexa-O-benzyl-6-O-(1-phenylethyl)-alpha, alpha-trehalose (4). Compound 4 wa
alpha,alpha-Trehalose 2-sulfate, the core carbohydrate of sulfatides of Mycobacterium tuberculosis, and the 3-sulfate isomer were synthesized by sulfation of 4,6:4',6'-di-O-benzylidene-alpha,alpha-trehalose with pyridine-sulfur trioxide complex to give the 2- and 3-sulfates, which were separated by