Recent progress in the synthesis of mycobacterial lipoarabinomannans (LAMs) part I: Toward synthesis of PIM2Ac4

ORGN 656

Siddhartha Ray Chaudhuri, sidhurc@yahoo.com and Bert Fraser-Reid, dglucose@aol.com. Natural Products and Glycotechnology Research Institute, CiVentiChem, 1001 Sheldon Dr, Cary, NC 27513
Lipoarabinomannan (LAM), a glycolipid, is one of several organic structures that “protects” the cell surface of Mycobacterium tuberculosis. The proximate sub-unit is a phosphoinositol(di)mannoside (PIM) pseudotrisaccharide, which is anchored to the membrane by lipid residues, usually (shown as) two or three in number. However Puzo recognizes FOUR such lipids on PIM, which require different synthetic demands. A synthesis of bio-synthetically important PIM2Ac4, in which the four acyl groups are different, will be described.

 

Materials, Devices and Switches, Metal-Mediated Reactions, Asymmetric Reactions, Total Synthesis, Biologically-Related Molecules and Processes
7:00 PM-9:00 PM, Wednesday, April 9, 2008 Morial Convention Center -- La Louisiane, Blrm. C, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008