Literature DB >> 18993065

Alpha-S-GalCer: synthesis and evaluation for iNKT cell stimulation.

Marisa L Blauvelt1, Maryam Khalili, Weonjoo Jaung, Janet Paulsen, Amy C Anderson, S Brian Wilson, Amy R Howell.   

Abstract

The synthesis and evaluation for iNKT stimulation of alpha-S-galactosylceramide is reported. Prepared by alkylation of a galactosylthiol, this analog of the potent immunostimulatory agent, KRN7000, did not stimulate iNKT cells either in vitro or in vivo.

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Year:  2008        PMID: 18993065      PMCID: PMC2628538          DOI: 10.1016/j.bmcl.2008.10.086

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  33 in total

Review 1.  NKT cells: what's in a name?

Authors:  Dale I Godfrey; H Robson MacDonald; Mitchell Kronenberg; Mark J Smyth; Luc Van Kaer
Journal:  Nat Rev Immunol       Date:  2004-03       Impact factor: 53.106

2.  Activation of NKT cells protects mice from tuberculosis.

Authors:  Alissa Chackerian; Jen Alt; Vaji Perera; Samuel M Behar
Journal:  Infect Immun       Date:  2002-11       Impact factor: 3.441

3.  The natural killer T-cell ligand alpha-galactosylceramide prevents autoimmune diabetes in non-obese diabetic mice.

Authors:  S Hong; M T Wilson; I Serizawa; L Wu; N Singh; O V Naidenko; T Miura; T Haba; D C Scherer; J Wei; M Kronenberg; Y Koezuka; L Van Kaer
Journal:  Nat Med       Date:  2001-09       Impact factor: 53.440

4.  Activation of natural killer T cells by alpha-galactosylceramide treatment prevents the onset and recurrence of autoimmune Type 1 diabetes.

Authors:  S Sharif; G A Arreaza; P Zucker; Q S Mi; J Sondhi; O V Naidenko; M Kronenberg; Y Koezuka; T L Delovitch; J M Gombert; M Leite-De-Moraes; C Gouarin; R Zhu; A Hameg; T Nakayama; M Taniguchi; F Lepault; A Lehuen; J F Bach; A Herbelin
Journal:  Nat Med       Date:  2001-09       Impact factor: 53.440

5.  CD1d-restricted NKT cells contribute to malarial splenomegaly and enhance parasite-specific antibody responses.

Authors:  Diana S Hansen; Mary-Anne Siomos; Tania De Koning-Ward; Lynn Buckingham; Brendan S Crabb; Louis Schofield
Journal:  Eur J Immunol       Date:  2003-09       Impact factor: 5.532

6.  Efficient synthesis of S-linked glycopeptides in aqueous solution by a convergent strategy.

Authors:  Xiangming Zhu; Richard R Schmidt
Journal:  Chemistry       Date:  2004-02-20       Impact factor: 5.236

Review 7.  Clinical applications of natural killer T cell-based immunotherapy for cancer.

Authors:  Shinichiro Motohashi; Toshinori Nakayama
Journal:  Cancer Sci       Date:  2008-02-21       Impact factor: 6.716

8.  Natural killer T cell ligand alpha-galactosylceramide enhances protective immunity induced by malaria vaccines.

Authors:  Gloria Gonzalez-Aseguinolaza; Luc Van Kaer; Cornelia C Bergmann; James M Wilson; John Schmieg; Mitchell Kronenberg; Toshinori Nakayama; Masaru Taniguchi; Yasuhiko Koezuka; Moriya Tsuji
Journal:  J Exp Med       Date:  2002-03-04       Impact factor: 14.307

9.  Natural killer T cell activation inhibits hepatitis B virus replication in vivo.

Authors:  K Kakimi; L G Guidotti; Y Koezuka; F V Chisari
Journal:  J Exp Med       Date:  2000-10-02       Impact factor: 14.307

10.  Superior protection against malaria and melanoma metastases by a C-glycoside analogue of the natural killer T cell ligand alpha-Galactosylceramide.

Authors:  John Schmieg; Guangli Yang; Richard W Franck; Moriya Tsuji
Journal:  J Exp Med       Date:  2003-12-01       Impact factor: 14.307

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  11 in total

1.  Synthesis and Biological Activities of 5-Thio-α-GalCers.

Authors:  Jingjing Bi; Jing Wang; Kai Zhou; Yuancheng Wang; Min Fang; Yuguo Du
Journal:  ACS Med Chem Lett       Date:  2015-02-11       Impact factor: 4.345

Review 2.  Raising the roof: the preferential pharmacological stimulation of Th1 and th2 responses mediated by NKT cells.

Authors:  James E East; Andrew J Kennedy; Tonya J Webb
Journal:  Med Res Rev       Date:  2012-12-13       Impact factor: 12.944

3.  A Solvent-free Approach to Glycosyl Amides: Towards the Synthesis of α-N-Galactosyl Ceramides.

Authors:  Divya Chennamadhavuni; Amy R Howell
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

4.  In vivo protection provided by a synthetic new alpha-galactosyl ceramide analog against bacterial and viral infections in murine models.

Authors:  Kun-Hsien Lin; Jian-Jong Liang; Wen-I Huang; Shao-Ying Lin-Chu; Ching-Yao Su; Yi-Ling Lee; Jia-Tsong Jan; Yi-Ling Lin; Yih-Shyun E Cheng; Chi-Huey Wong
Journal:  Antimicrob Agents Chemother       Date:  2010-07-26       Impact factor: 5.191

5.  Boosting the Immune Response: The Use of iNKT cell ligands as vaccine adjuvants.

Authors:  Priyanka Subrahmanyam; Tonya J Webb
Journal:  Front Biol (Beijing)       Date:  2012-10-01

Review 6.  Glycolipid activators of invariant NKT cells as vaccine adjuvants.

Authors:  Shalu Sharma Kharkwal; Pooja Arora; Steven A Porcelli
Journal:  Immunogenetics       Date:  2016-07-05       Impact factor: 2.846

7.  Synthesis of a 2"-deoxy-β-GalCer.

Authors:  Meena S Thakur; Archana Khurana; Mitchell Kronenberg; Amy R Howell
Journal:  Molecules       Date:  2014-07-10       Impact factor: 4.411

Review 8.  Stimulation of natural killer T cells by glycolipids.

Authors:  Brian L Anderson; Luc Teyton; Albert Bendelac; Paul B Savage
Journal:  Molecules       Date:  2013-12-16       Impact factor: 4.411

9.  Relationships between Th1 or Th2 iNKT cell activity and structures of CD1d-antigen complexes: meta-analysis of CD1d-glycolipids dynamics simulations.

Authors:  Xavier Laurent; Nicolas Renault; Amaury Farce; Philippe Chavatte; Eric Hénon
Journal:  PLoS Comput Biol       Date:  2014-11-06       Impact factor: 4.475

10.  Synthesis of α-O- and α-S-glycosphingolipids related to Sphingomonous cell wall antigens using anomerisation.

Authors:  Wayne Pilgrim; Ciaran O'Reilly; Paul V Murphy
Journal:  Molecules       Date:  2013-09-12       Impact factor: 4.411

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