Literature DB >> 19555091

On the emerging role of chemistry in the fashioning of biologics: synthesis of a bidomainal fucosyl GM1-based vaccine for the treatment of small cell lung cancer.

Pavel Nagorny1, Woo Han Kim, Qian Wan, Dongjoo Lee, Samuel J Danishefsky.   

Abstract

The synthesis of the novel small cell lung cancer (SCLC) fucosyl GM1-based vaccine construct, featuring insertion of the HLA-DR binding 15 amino acid sequence derived from Plasmodium falciparum, is described. The resultant glycopeptide has been synthesized in an efficient manner. Finally, successful conjugation of the glycopeptide to the keyhole limpet hemocyanin (KLH) carrier protein completed the preparation of the vaccine.

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Year:  2009        PMID： 19555091      PMCID： PMC2736353          DOI： 10.1021/jo900918m

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  16 in total

1.  Synthesis of glycopeptides containing carbohydrate and Peptide recognition motifs.

Authors:  H Herzner; T Reipen; M Schultz; H Kunz
Journal:  Chem Rev       Date:  2000-12-13       Impact factor: 60.622

2.  Quantitative estimation of sialic acids. II. A colorimetric resorcinol-hydrochloric acid method.

Authors:  L SVENNERHOLM
Journal:  Biochim Biophys Acta       Date:  1957-06

3.  Towards a fully synthetic carbohydrate-based anticancer vaccine: synthesis and immunological evaluation of a lipidated glycopeptide containing the tumor-associated tn antigen.

Authors:  Therese Buskas; Sampat Ingale; Geert-Jan Boons
Journal:  Angew Chem Int Ed Engl       Date:  2005-09-19       Impact factor: 15.336

4.  Preparation and evaluation of unimolecular pentavalent and hexavalent antigenic constructs targeting prostate and breast cancer: a synthetic route to anticancer vaccine candidates.

Authors:  Govind Ragupathi; Fusataka Koide; Philip O Livingston; Young Shin Cho; Atsushi Endo; Qian Wan; Maria K Spassova; Stacy J Keding; Jennifer Allen; Ouathek Ouerfelli; Rebecca M Wilson; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

5.  Sequence analysis of peptides bound to MHC class II molecules.

Authors:  A Rudensky; P Preston-Hurlburt; S C Hong; A Barlow; C A Janeway
Journal:  Nature       Date:  1991-10-17       Impact factor: 49.962

Review 6.  Towards development of T-cell vaccines.

Authors:  C A Bona; S Casares; T D Brumeanu
Journal:  Immunol Today       Date:  1998-03

7.  Immunogenicity of a fucosyl-GM1-keyhole limpet hemocyanin conjugate vaccine in patients with small cell lung cancer.

Authors:  M N Dickler; G Ragupathi; N X Liu; C Musselli; D J Martino; V A Miller; M G Kris; F T Brezicka; P O Livingston; S C Grant
Journal:  Clin Cancer Res       Date:  1999-10       Impact factor: 12.531

8.  Selection of tumor antigens as targets for immune attack using immunohistochemistry: I. Focus on gangliosides.

Authors:  S Zhang; C Cordon-Cardo; H S Zhang; V E Reuter; S Adluri; W B Hamilton; K O Lloyd; P O Livingston
Journal:  Int J Cancer       Date:  1997-09-26       Impact factor: 7.396

9.  From the Laboratory to the Clinic: A Retrospective on Fully Synthetic Carbohydrate-Based Anticancer Vaccines Frequently used abbreviations are listed in the appendix.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-03       Impact factor: 15.336

10.  Reactivity-based one-pot total synthesis of fucose GM1 oligosaccharide: a sialylated antigenic epitope of small-cell lung cancer.

Authors:  Tony Kwok-Kong Mong; Hing-Ken Lee; Sergio G Duron; Chi-Huey Wong
Journal:  Proc Natl Acad Sci U S A       Date:  2003-01-27       Impact factor: 11.205
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  5 in total

1.  Assessment of the molecular expression and structure of gangliosides in brain metastasis of lung adenocarcinoma by an advanced approach based on fully automated chip-nanoelectrospray mass spectrometry.

Authors:  Alina D Zamfir; Alina Serb; Željka Vukeli; Corina Flangea; Catalin Schiopu; Dragana Fabris; Svjetlana Kalanj-Bognar; Florina Capitan; Eugen Sisu
Journal:  J Am Soc Mass Spectrom       Date:  2011-10-15       Impact factor: 3.109

Review 2.  Synthetic carbohydrate-based anticancer vaccines: the Memorial Sloan-Kettering experience.

Authors:  Jianglong Zhu; J David Warren; Samuel J Danishefsky
Journal:  Expert Rev Vaccines       Date:  2009-10       Impact factor: 5.217

3.  A vision for vaccines built from fully synthetic tumor-associated antigens: from the laboratory to the clinic.

Authors:  Rebecca M Wilson; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2013-09-18       Impact factor: 15.419

Review 4.  Cancer-Associated Glycosphingolipids as Tumor Markers and Targets for Cancer Immunotherapy.

Authors:  Sophie Groux-Degroote; Philippe Delannoy
Journal:  Int J Mol Sci       Date:  2021-06-07       Impact factor: 5.923

Review 5.  [Advances of immunotherapy in small cell lung cancer].

Authors:  Jingjing Liu; Shuang Zhang; Hui Li; Ying Cheng
Journal:  Zhongguo Fei Ai Za Zhi       Date:  2014-06-20
  5 in total

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