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. 2014 Oct;4(10):a021105. doi: 10.1101/cshperspect.a021105

Figure 2.

Figure 2.

Structures of Mtb lipids. (A) Structures of acyltrehaloses: trehalose monomycolate (TMM); trehalose dimycolate (TDM); sulfolipid (SL-I); diacyltrehalose (DAT); polyacyltrehalose (PAT); and the lipooligosaccharide (LOS) of Mtb Canettii (R=Ac). The major sulfolipid SL-I (2,3,6,6′-tetraacyl α-α′-trehalose-2′-sulfate) is represented. In SL-I, trehalose is sulfated at the 2′ position and esterified with palmitic acid and the multimethyl-branched phthioceranic and hydroxyphthioceranic acids. In DAT (2,3-di-O-acyltrehalose), trehalose is esterified with palmitic acid and the multimethyl-branched mycosanoic acid. In PAT, trehalose is esterified with palmitic acid and the multimethyl-branched mycolipenic acids. (B) Structures of the phthiocerol dimycocerosate (PDIM) and phenolic glycolipid (PGL) of Mtb. p, p′ = 3–5; n, n′ = 16–18; m1 = 20–22; m2 = 15–17; R = CH2-CH3 or CH3. (C) Structure of the predominant mannosyl-β-1-phosphomycoketide (MPM) from Mtb H37Rv. (D) Structure of a triacylated phosphatidylinositol dimannoside (PIM2), one of the major forms of PIMs produced by Mtb.