No description available.

Call number: LD2668 .T4 1979 H66 / Master of Science

No description available.

Mycobacterial cell wall components have been shown to elicit a range of immunological responses in mammalian hosts. A family of cell wall antigens, the phosphatidylinositol mannans (PIMs), have been shown to reduce allergic response in a murine model of allergic airway disease and have been suggested as potential therapeutic agents. Isolation and characterisation of these compounds is not facile. To confirm the structure of PIMs a number of phosphatidylinositols (PIs), 1a-c, PIM1s 2a, 2d and 2e, and AcPIM1s, 2g and 2f, were prepared to allow assignment of the acylation pattern of natural products and for evaluation in immunological assays. As the natural products include 19:0 acylation in the form of (R)-tuberculostearoyl residues, a source of (R)-tuberculostearic acid was needed. To this end, an efficient synthesis of (R)-tuberculostearic acid from (S)-citronellol, utilising a copper-catalysed cross-coupling reaction and a modified Julia olefination, was developed. This material was incorporated into diacylglycerols prepared from (R)-benzyl glycidol. A protected myo-inositol derivative, 188, and two protected pseudo-disaccharides, 10 and 241, were prepared from myo-inositol via desymmetrisation utilising a camphylidene acetal. These were coupled with diacylglycerols via a phosphate ester and deprotected to give PIs, PIM1s and AcPIM1s. Mass spectrometry studies were undertaken on the PIs, 1a-c, PIM1s 2a, 2d and 2e, and AcPIM1s, 2g and 2f which structures that have been established by chemical synthesis. Comparison of these data with those reported for natural PIs and PIMs containing 19:0 ((R)-tuberculostearoyl) and 16:0 (palmitoyl) acyl groups unequivocally established that the 19:0 residue was located at the sn-1 and the 16:0 at the sn-2 position of the glycerol moiety in nature.

No description available.

No description available.

Typescript. / Thesis (M. S.)--University of Hawaii at Manoa, 1977. / Bibliography: leaves [173]-183. / Microfiche. / xvii, 183 leaves ill

Typescript (photocopy) / 146 leaves : ill. ; 30 cm. / Title page, contents and abstract only. The complete thesis in print form is available from the University Library. / Thesis (Ph.D.) Dept. of Microbiology, University of Adelaide, 1982

Journal reprint in end pocket / vi, 229 leaves : photos., graphs, tables ; 30 cm. / Title page, contents and abstract only. The complete thesis in print form is available from the University Library. / Thesis (Ph.D.)--University of Adelaide, Dept. of Microbiology, 1979

Thesis (doctoral)--University of Helsinki, 2007. / Includes bibliographical references. Also available on the World Wide Web.