02041nas a2200289   4500000000100000008004100001260001300042653002300055653001400078653004100092653001600133653001200149653001000161653003600171653002500207653003200232653003200264653001900296100001500315700001600330245011300346856008200459300001100541490000800552520117700560022001401737       1981                            d  c1981 Sep10aChemical Phenomena10aChemistry10aGas Chromatography-Mass Spectrometry10aGlycolipids10aleprosy10aLiver10aMagnetic Resonance Spectroscopy10aMycobacterium leprae10aNontuberculous Mycobacteria10aSpectrophotometry, Infrared10aTrisaccharides1 aHunter S W1 aBrennan P J00aA novel phenolic glycolipid from Mycobacterium leprae possibly involved in immunogenicity and pathogenicity.  uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC216107/pdf/jbacter00268-0026.pdf  a728-350 v1473 a<p>A phenolic glycolipid was obtained in high amounts (2% of dry weight) from Mycobacterium leprae isolated from infected armadillo liver. Infrared and nuclear magnetic resonance spectroscopy showed that it is closely related to "mycoside A" from Mycobacterium kansasii and is therefore a glycosylphenolic phthiocerol diester. The crucial difference between the two products is in the composition of the attached trisaccharide. Gas-liquid chromatography-mass spectroscopy showed that the product from M. kansasii is composed of 2,4-di-O-methylrhamnose, 2-O-methylrhamnose, and 2-O-methylfucose, whereas that from M. leprae contains 2,3-di-O-methylrhamnose, 3-O-methylrhamnose, and 3,6-di-O-methylglucose. The distinct composition of the oligosaccharide segment of the glycolipid from M. leprae may make it useful for the chemical and serological differentiation of this organism from other mycobacteria. Surprisingly large quantities (2.2 mg/g of dry liver) of the glycolipid were also found in infected liver residue freed of M. leprae, suggesting that it may be responsible for the electron-transparent "foam" surrounding the organism in infected lepromatous tissue.</p>  a0021-9193