Levery SB, Toledo MS, Suzuki E, Salyan ME, Hakomori S, Straus AH, Takahashi HK Structural characterization of a new galactofuranose-containing glycolipid antigen of Paracoccidioides brasiliensis Biochemical and Biophysical Research Communications222(2) (1996)
639-645
The structure was elucidated in this paper NCBI PubMed ID:8670257 Publication DOI:10.1006/bbrc.1996.0796 Journal NLM ID:0372516 Publisher: Academic Press Institutions: Perkin–Elmer Applied Biosystems Division, Foster City, USA, Department of Biochemistry, Universidade Federal de Sao Paulo/EPM, Sao Paulo, Brazil, The Biomembrane Institute, Seattle, USA, Perkin-Elmer Applied Biosystems Division, Foster City, USA
An acidic glycolipid (Band 1), purified from P. brasiliensis by a combination of ion exchange chromatography, HPLC, and HPTLC, was found to be reactive with sera of all patients with paracoccidioidomycosis (PCM). Monosaccharide analysis of Band 1 yielded mannose and galactose in a 2:1 ratio, while mild acid hydrolysis and mild periodate oxidation/NaBH4 reduction indicated the presence of a terminal galactofuranose. Preliminary analysis of 1H-NMR and MS data suggests that the structure of the glycan is Galf β 1→6 (Manp α 1→3) Manp β 1→2Ins (Ins = myo-inositol). Removal of the galacto-furanose decreased by 60-80% the reactivity of sera from PCM patients with Band 1, suggesting that this residue is immunodominant. With the presumed absence of galactofuranose in mammalian hosts, compounds containing this residue may be useful targets for therapy of several parasitic and fungal diseases.
Methods: 1H NMR, periodate oxidation, NMR-2D, FAB-MS, ESI-MS, biological assays, NMR-1D, HPLC, extraction, HPTLC, TOCSY, hydrolysis, reduction with NaBH4, CC, ESI-CID-MS/MS, COSY, NOESY, RECSY Biological activity: Band 1 was reactive with sera of all patients with paracoccidioidomycosis