Synthesis of 6-0-(α-D-mannopyranosyl)-D-myo-inositol: a fragment from mycobacteria phospholipids

Synthesis of a Lipomannan Component of the Cell‐Wall Complex ofMycobacterium tuberculosisIs Based on Paulsen's Concept of Donor/Acceptor “Match”

“…The low yields may be rationalized by donor/ acceptor studies, supported by the observations of van Boom and co-workers [21] as well as ours, [22] which indicate that a disarmed donor or NPOE is not a good "match" for inositol-2-OH.…”

Total Synthesis of Phosphatidylinositol Dimannoside: A Cell‐Envelope Component of Mycobacterium tuberculosis

“…PIMs and LAM play an important role in the integrity and survival of the pathogen by associating with many immunomodulatory events occurring in the progression of disease, including suppression of immunity, neutralization of potentially cytotoxic O 2 free radicals, induction of cytokines, phagocytosis of the organism by binding with the mannose receptor, and growth of the organism in the host macrophage. [5] Due to their structural complexity and critical roles in TB studies, some groups have reported the preparation of PIM 2 [6] and its analogues,…”

Studies toward the Development of Anti-Tuberculosis Vaccines Based on Mycobacterial Lipoarabinomannan

“…Among these are the impressive synthesis of a pseudo-dodecasaccharide related to the PI core (3, Figure 4) by Fraser-Reid and coworkers (27). This synthesis follows earlier work in this area by the van Boom group, which was the first to synthesize phosphoinositide fragments of LAM (28,29).…”