Biological Activities of Synthetic Oligosaccharides and Glycolipids from Mycobacteria

被引:17
作者
Hutacharoen, Panatpong [1 ,2 ,3 ]
Ruchirawat, Somsak [2 ,3 ,4 ]
Boonyarattanakalin, Siwarutt [1 ]
机构
[1] Thammasat Univ, Sirindhorn Int Inst Technol, Sch Biochem Engn & Technol, Pathum Thani 12121, Thailand
[2] Chulabhorn Grad Inst, Program Chem Biol, Bangkok 10210, Thailand
[3] Ctr Excellence Environm Hlth Toxicol & Management, Bangkok 10210, Thailand
[4] Chulabhorn Res Inst, Med Chem Lab, Bangkok 10210, Thailand
关键词
Mycobacteria; Mycobacterium tuberculosis (Mtb); Glycolipid; Lipoglycan; Synthetic oligosaccharide; PHOSPHATIDYLINOSITOL MANNOSIDES; DC-SIGN; CORD FACTOR; TREHALOSE DIMYCOLATE; CELL-WALL; PROINFLAMMATORY CYTOKINES; LIPOMANNAN COMPONENT; AUTOMATED SYNTHESIS; ADJUVANT ACTIVITIES; CHEMICAL-SYNTHESIS;
D O I
10.1080/07328303.2011.621041
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Glycolipids are essential components of mycobacterial cell envelopes. They are highly bioactive and involved in many aspects of virulence and persistence of mycobacteria. Many glycolipids have been isolated from mycobacterial surfaces. Some mycobacterial glycans and glycolipids, as well as their analogs, have been chemically synthesized. This report focuses on recent contributions in the synthesis of mycobacterial glycans and glycolipids to the study of their biological mechanisms and to the optimization of their activities, with highlights on the lipid and saccharide mimetics.
引用
收藏
页码:415 / 437
页数:23
相关论文
共 112 条
  • [1] Phosphatidylinositol mannosides: Synthesis and adjuvant properties of phosphatidylinositol di- and tetramannosides
    Ainge, Gary D.
    Parlane, Natalie A.
    Denis, Michel
    Hayman, Colin M.
    Larsen, David S.
    Painter, Gavin F.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (22) : 7615 - 7624
  • [2] Phosphatidylinositol mannosides: Synthesis and suppression of allergic airway disease
    Ainge, Gary D.
    Hudson, Jennifer
    Larsen, David S.
    Painter, Gavin F.
    Gill, Gurmit Singh
    Harper, Jacquie L.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (16) : 5632 - 5642
  • [3] Synthesis of the mycolactone core by ring-closing metathesis
    Alexander, Matthew D.
    Fontaine, Shaun D.
    La Clair, James J.
    DiPasquale, Antonio G.
    Rheingold, Arnold L.
    Burkart, Michael D.
    [J]. CHEMICAL COMMUNICATIONS, 2006, (44) : 4602 - 4604
  • [4] The mannose cap of mycobacterial lipoarabinomannan does not dominate the Mycobacterium-host interaction
    Appelmelk, B. J.
    den Dunnen, J.
    Driessen, N. N.
    Ummels, R.
    Pak, M.
    Nigou, J.
    Larrouy-Maumus, G.
    Gurcha, S. S.
    Movahedzadeh, F.
    Geurtsen, J.
    Brown, E. J.
    Smeets, M. M. Eysink
    Besra, G. S.
    Willemsen, P. T. J.
    Lowary, T. L.
    van Kooyk, Y.
    Maaskant, J. J.
    Stoker, N. G.
    van der Ley, P.
    Puzo, G.
    Vandenbroucke-Grauls, C. M. J. E.
    Wieland, C. W.
    van der Poll, T.
    Geijtenbeek, T. B. H.
    van der Sar, A. M.
    Bitter, W.
    [J]. CELLULAR MICROBIOLOGY, 2008, 10 (04) : 930 - 944
  • [5] The virulence-associated twocomponent PhoP-PhoR system controls the biosynthesis of polyketide-derived lipids in Mycobacterium tuberculosis
    Asensio, JG
    Maia, C
    Ferrer, NL
    Barilone, N
    Laval, F
    Soto, CY
    Winter, N
    Daffé, M
    Gicquel, B
    Martín, C
    Jackson, M
    [J]. JOURNAL OF BIOLOGICAL CHEMISTRY, 2006, 281 (03) : 1313 - 1316
  • [6] Astarie-Dequeker C., 2010, Drug Discovery Today: Disease Mechanisms, V7, pe33, DOI [10.1016/j.ddmec.2010.09.003, DOI 10.1016/J.DDMEC.2010.09.003, DOI 10.1016/j.ddmec.2010.09.003]
  • [7] SYNTHETIC IMMUNOADJUVANTS - APPLICATION TO NONSPECIFIC HOST STIMULATION AND POTENTIATION OF VACCINE IMMUNOGENICITY
    AZUMA, I
    [J]. VACCINE, 1992, 10 (14) : 1000 - 1006
  • [8] Mycolic acids: Structure, biosynthesis and physiological functions
    Barry, CE
    Lee, RE
    Mdluli, K
    Sampson, AE
    Schroeder, BG
    Slayden, RA
    Yuan, Y
    [J]. PROGRESS IN LIPID RESEARCH, 1998, 37 (2-3) : 143 - 179
  • [9] SUPPRESSION OF URETHAN-INDUCED LUNG ADENOMAS IN MICE TREATED WITH TREHALOSE-6,6-DIMYCOLATE (CORD FACTOR) AND LIVING BACILLUS CALMETTE GUERIN
    BEKIERKUNST, A
    LEVIJ, IS
    YARKONI, E
    VILKAS, E
    LEDERER, E
    [J]. SCIENCE, 1971, 174 (4015) : 1240 - +
  • [10] ACUTE GRANULOMATOUS RESPONSE PRODUCED IN MICE BY TREHALOSE-6,6-DIMYCOLATE
    BEKIERKUNST, A
    [J]. JOURNAL OF BACTERIOLOGY, 1968, 96 (04) : 958 - +