Global to push GA events into
skip to main content

Title: Anthrax carbohydrates, synthesis and uses thereof

Inventors:
; ; ; ; ; ; ; ; ;
Issue Date:
OSTI Identifier:
1246894
Assignee:
University of Georgia Research Foundation, Inc. (Athens, GA) The United States of America as Represented by the Secretary of the Department of Health and Human Services, Centers for Disease Control and Prevention (Washington, DC) CHO
Patent Number(s):
9,310,366
Application Number:
13/798,785
Contract Number:
FG09-93ER20097
Resource Relation:
Patent File Date: 2013 Mar 13
Research Org:
University of Georgia Research Foundation, Inc., Athens, GA (United States); The United States of America as Represented by the Secretary of the Department of Health and Human Services, Centers for Disease Control and Prevention, Washington, DC (United States)
Sponsoring Org:
USDOE
Country of Publication:
United States
Language:
English
Subject:
60 APPLIED LIFE SCIENCES; 59 BASIC BIOLOGICAL SCIENCES

Other works cited in this record:

Synthesis of the β anomer of the spacer-equipped tetrasaccharide side chain of the major glycoprotein of the Bacillus anthracis exosporium
journal, December 2005

Serotype-converting bacteriophages and O-antigen modification in Shigella flexneri
journal, January 2000

Bacillus anthracis, a story of nature subverted by man
journal, September 2005

Multilocus sequence typing reveals that Bacillus cereus strains isolated from clinical infections have distinct phylogenetic origins
journal, April 2005
  • Barker, Margaret; Thakker, Bishan; Priest, Fergus G.
  • FEMS Microbiology Letters, Vol. 245, Issue 1, p. 179-184
  • DOI: 10.1016/j.femsle.2005.03.003

Conformational analysis of nitrilium intermediates in glycosylation reactions
journal, August 1993

Conjugation of yeast mannans with protein employing cyanopyridinium agent (CDAP) – an effective route of antifungal vaccine preparation
journal, January 2000
  • Bystrický, Slavomír; Machova´, Eva; Bartek, Peter
  • Glycoconjugate Journal, Vol. 17, Issue 10, p. 677-680
  • DOI: 10.1023/A:1011002118819

Structures of the oligosaccharides obtained from the core regions of the lipopolysaccharides of Bradyhizobium japonicum 61A101c and its symbiotically defective lipopolysaccharide mutant, JS314
journal, July 1992

Strain discrimination among B. anthracis and related organisms by characterization of bclA polymorphisms using PCR coupled with agarose gel or microchannel fluidics electrophoresis
journal, January 2006
  • Castanha, Elisangela R.; Swiger, Roy R.; Senior, Ben
  • Journal of Microbiological Methods, Vol. 64, Issue 1, p. 27-45
  • DOI: 10.1016/j.mimet.2005.04.032

Rapid discrimination of Bacillus anthracis from other members of the B. cereus group by mass and sequence of “intact” small acid soluble proteins (SASPs) using mass spectrometry
journal, November 2006
  • Castanha, Elisangela R.; Fox, Alvin; Fox, Karen F.
  • Journal of Microbiological Methods, Vol. 67, Issue 2, p. 230-240
  • DOI: 10.1016/j.mimet.2006.03.024

Bacillus cereus strains fall into two clusters (one closely and one more distantly related) to Bacillus anthracis according to amino acid substitutions in small acid-soluble proteins as determined by tandem mass spectrometry
journal, June 2007
  • Castanha, Elisangela R.; Vestal, Marvin; Hattan, Steve
  • Molecular and Cellular Probes, Vol. 21, Issue 3, p. 190-201
  • DOI: 10.1016/j.mcp.2006.11.002

The structure of the lipopolysaccharide from a galU mutant of Pseudomonas aeruginosa serogroup-O11
journal, December 2005
  • Choudhury, Biswa; Carlson, Russell W.; Goldberg, Joanna B.
  • Carbohydrate Research, Vol. 340, Issue 18, p. 2761-2772
  • DOI: 10.1016/j.carres.2005.09.017

A simple and rapid method for the permethylation of carbohydrates
journal, August 1984

Synthesis of an artificial antigen that corresponds to a disaccharide repeating unit of the capsular polysaccharide of Haemophilus influenzae type d. A facile synthesis of methyl 2-acetamido-2-deoxy-β-d-mannopyranoside
journal, September 1992

The atxA gene product activates transcription of the anthrax toxin genes and is essential for virulence
journal, June 1995

Presence of flagellar antigenic subfactors in serotype 3 of Bacillus thuringiensis
journal, January 1970

Carbohydrates and glycoproteins of Bacillus anthracis and related bacilli: targets for biodetection
journal, August 2003
  • Fox, Alvin; Stewart, George C.; Waller, Lashanda N.
  • Journal of Microbiological Methods, Vol. 54, Issue 2, p. 143-152
  • DOI: 10.1016/S0167-7012(03)00095-2

Anthrax Vaccine: Evidence for Safety and Efficacy Against Inhalational Anthrax
journal, December 1999
  • Friedlander, Arthur M.; Pittman, Phillip R.; Parker, Gerald W.
  • JAMA, Vol. 282, Issue 22, p. 2104-2106
  • DOI: 10.1001/jama.282.22.2104

De Novo Asymmetric Synthesis of the Anthrax Tetrasaccharide by a Palladium-Catalyzed Glycosylation Reaction
journal, July 2007
  • Guo, Haibing; O'Doherty, George A.
  • Angewandte Chemie International Edition, Vol. 46, Issue 27, p. 5206-5208
  • DOI: 10.1002/anie.200701354

De Novo Asymmetric Synthesis of the Anthrax Tetrasaccharide by a Palladium-Catalyzed Glycosylation Reaction
journal, July 2007
  • Guo, Haibing; O'Doherty, George A.
  • Angewandte Chemie, Vol. 119, Issue 27, p. 5298-5300
  • DOI: 10.1002/ange.200701354

The synthesis of some 4-substituted derivatives of 1,2,3-tri-O-acetyl-6-deoxy L-glucopyranose having cytotoxic activity
journal, July 1979

Identification of anthrax toxin genes in a Bacillus cereus associated with an illness resembling inhalation anthrax
journal, May 2004
  • Hoffmaster, A. R.; Ravel, J.; Rasko, D. A.
  • Proceedings of the National Academy of Sciences, Vol. 101, Issue 22, p. 8449-8454
  • DOI: 10.1073/pnas.0402414101

Why are proteins O-glycosylated?
journal, August 1990

Expanding the Pyrimidine Diphosphosugar Repertoire: The Chemoenzymatic Synthesis of Amino- and Acetamidoglucopyranosyl Derivatives
journal, April 2001

Glycosyltransferase assays utilizing N-acetyllactosamine acceptor immobilized on a cellulose membrane
journal, December 2003
  • Jobron, Laurence; Sujino, Keiko; Hummel, Gerd
  • Analytical Biochemistry, Vol. 323, Issue 1, p. 1-6
  • DOI: 10.1016/j.ab.2003.08.001

BslA, a pXO1-encoded adhesin of Bacillus anthracis
journal, March 2008

Bacillus anthracis Surface-Layer Proteins Assemble by Binding to the Secondary Cell Wall Polysaccharide in a Manner that Requires csaB and tagO
journal, September 2010
  • Kern, Justin; Ryan, Christopher; Faull, Kym
  • Journal of Molecular Biology, Vol. 401, Issue 5, p. 757-775
  • DOI: 10.1016/j.jmb.2010.06.059

Genetic relationships of Bacillus anthracis and closely related species based on variable-number tandem repeat analysis and BOX-PCR genomic fingerprinting
journal, January 2002

Stereoselective Glycosylation Reactions with Chiral Auxiliaries
journal, January 2005
  • Kim, Jin-Hwan; Yang, Hai; Boons, Geert-Jan
  • Angewandte Chemie International Edition, Vol. 44, Issue 6, p. 947-949
  • DOI: 10.1002/anie.200461745

Saccharides cross-reactive with Bacillus anthracis spore glycoprotein as an anthrax vaccine component
journal, June 2008
  • Kubler-Kielb, J.; Vinogradov, E.; Hu, H.
  • Proceedings of the National Academy of Sciences, Vol. 105, Issue 25, p. 8709-8712
  • DOI: 10.1073/pnas.0803897105

Perimycin: Chemistry of perosamine
journal, January 1966

Activation of soluble polysaccharides with 1-cyano-4-dimethylaminopyridinium tetrafluoroborate for use in protein—polysaccharide conjugate vaccines and immunological reagents
journal, February 1996

Glycoprotein conjugate vaccines
journal, October 1999

Synthesis of (25R)-ruscogenin-1-yl β-d-xylopyranosyl-(1→3)-[β-d-glucopyranosyl-(1→2)]-β-d-fucopyranoside
journal, December 2000

Synthesis and Antigenic Analysis of the BclA Glycoprotein Oligosaccharide from the Bacillus anthracis Exosporium
journal, December 2006
  • Mehta, Alok S.; Saile, Elke; Zhong, Wei
  • Chemistry - A European Journal, Vol. 12, Issue 36, p. 9136-9149
  • DOI: 10.1002/chem.200601245

Conjugation of meningococcal lipooligosaccharides through their lipid A terminus conserves their inner epitopes and results in conjugate vaccines having improved immunological properties
journal, January 2003
  • Mieszala, Malgorzata; Kogan, Grigorij; Jennings, Harold J.
  • Carbohydrate Research, Vol. 338, Issue 2, p. 167-175
  • DOI: 10.1016/S0008-6215(02)00395-6

Reactivity-based one-pot total synthesis of fucose GM1 oligosaccharide: A sialylated antigenic epitope of small-cell lung cancer
journal, January 2003
  • Mong, T. K.-K.; Lee, H.-K.; Duron, S. G.
  • Proceedings of the National Academy of Sciences, Vol. 100, Issue 3, p. 797-802
  • DOI: 10.1073/pnas.0337590100

Structures of two O-polysaccharides of the lipopolysaccharide of Citrobacter youngae PCM 1538 (serogroup O9)
journal, March 2004
  • Ovchinnikova, Olga G.; Kocharova, Nina A.; Katzenellenbogen, Ewa
  • Carbohydrate Research, Vol. 339, Issue 4, p. 881-884
  • DOI: 10.1016/j.carres.2003.12.026

Application of carbohydrate microarray technology for the detection of Burkholderia pseudomallei, Bacillus anthracis and Francisella tularensis antibodies
journal, November 2008

In vitro correlate of immunity in a rabbit model of inhalational anthrax
journal, September 2001

Genomics of the Bacillus cereus group of organisms
journal, April 2005
  • Rasko, David A.; Altherr, Michael R.; Han, Cliff S.
  • FEMS Microbiology Reviews, Vol. 29, Issue 2, p. 303-329
  • DOI: 10.1016/j.fmrre.2004.12.005

The PA14 domain, a conserved all-β domain in bacterial toxins, enzymes, adhesins and signaling molecules
journal, July 2004
  • Rigden, Daniel J.; Mello, Luciane V.; Galperin, Michael Y.
  • Trends in Biochemical Sciences, Vol. 29, Issue 7, p. 335-339
  • DOI: 10.1016/j.tibs.2004.05.002

A selective ring opening reaction of 4,6-O-benzylidene acetals in carbohydrates using trialkylsilane derivatives
journal, July 2000

Studies toward a conjugate vaccine for anthrax. Synthesis and characterization of anthrose [4,6-dideoxy-4-(3-hydroxy-3-methylbutanamido)-2-O-methyl-d-glucopyranose] and its methyl glycosides
journal, July 2005

Synthesis of the tetrasaccharide side chain of the major glycoprotein of the Bacillus anthracis exosporium
journal, February 2006
  • Saksena, Rina; Adamo, Roberto; Kováč, Pavol
  • Bioorganic & Medicinal Chemistry Letters, Vol. 16, Issue 3, p. 615-617
  • DOI: 10.1016/j.bmcl.2005.10.056

Immunogens related to the synthetic tetrasaccharide side chain of the Bacillus anthracis exosporium
journal, June 2007
  • Saksena, Rina; Adamo, Roberto; Kováč, Pavol
  • Bioorganic & Medicinal Chemistry, Vol. 15, Issue 12, p. 4283-4310
  • DOI: 10.1016/j.bmc.2007.03.057

New Methods for the Synthesis of Glycosides and Oligosaccharides—Are There Alternatives to the Koenigs-Knorr Method? [New Synthetic Methods (56)]
journal, March 1986
  • Schmidt, Richard R.
  • Angewandte Chemie International Edition in English, Vol. 25, Issue 3, p. 212-235
  • DOI: 10.1002/anie.198602121

Sweet new world: glycoproteins in bacterial pathogens
journal, December 2003
  • Schmidt, M. Alexander; Riley, Lee W.; Benz, Inga
  • Trends in Microbiology, Vol. 11, Issue 12, p. 554-561
  • DOI: 10.1016/j.tim.2003.10.004

Poly(γ-d-glutamic acid) protein conjugates induce IgG antibodies in mice to the capsule of Bacillus anthracis: A potential addition to the anthrax vaccine
journal, July 2003
  • Schneerson, R.; Kubler-Kielb, J.; Liu, T.-Y.
  • Proceedings of the National Academy of Sciences, Vol. 100, Issue 15, p. 8945-8950
  • DOI: 10.1073/pnas.1633512100

Activation of soluble polysaccharides with 1-cyano-4-dimethylaminopyridinium tetrafluoroborate (CDAP) for use in protein-polysaccharide conjugate vaccines and immunological reagents. II. Selective crosslinking of proteins to CDAP-activated polysaccharides
journal, January 2000

Fucosyltransferase-catalyzed formation of l-galactosylated Lewis structures
journal, December 1997

The secondary cell wall polymer of Geobacillus tepidamans GS5-97T: structure of different glycoforms
journal, October 2005
  • Steindl, Christian; Schäffer, Christina; Smrečki, Vilko
  • Carbohydrate Research, Vol. 340, Issue 14, p. 2290-2296
  • DOI: 10.1016/j.carres.2005.07.005

An avidin-biotin based ELISA for quantitation of antibody to bacterial polysaccharides
journal, January 1985
  • Sutton, Ann; Vann, Willie F.; Karpas, Arthur B.
  • Journal of Immunological Methods, Vol. 82, Issue 2, p. 215-224
  • DOI: 10.1016/0022-1759(85)90353-9

Anti-Carbohydrate Antibodies for the Detection of Anthrax Spores
journal, October 2006
  • Tamborrini, Marco; Werz, Daniel B.; Frey, Joachim
  • Angewandte Chemie International Edition, Vol. 45, Issue 39, p. 6581-6582
  • DOI: 10.1002/anie.200602048

Efficient growth inhibition of Bacillus anthracis by knocking out the ribonucleotide reductase tyrosyl radical
journal, December 2005
  • Torrents, E.; Sahlin, M.; Biglino, D.
  • Proceedings of the National Academy of Sciences, Vol. 102, Issue 50, p. 17946-17951
  • DOI: 10.1073/pnas.0506410102

Anthrax vaccines: past, present and future
journal, August 1991

Synthesis of β-O-glycosides using enol ether and imidate derived leaving groups. Emphasis on the use of nitriles as a solvent
journal, January 1991

Chemical Synthesis and Immunological Properties of Oligosaccharides Derived from the Vegetative Cell Wall of Bacillus anthracis
journal, July 2008
  • Vasan, Mahalakshmi; Rauvolfova, Jana; Wolfert, Margreet A.
  • ChemBioChem, Vol. 9, Issue 11, p. 1716-1720
  • DOI: 10.1002/cbic.200800210

Iodonium ion promoted reactions at the anomeric centre. II An efficient thioglycoside mediated approach toward the formation of 1,2-trans linked glycosides and glycosidic esters
journal, January 1990

Disaccharide Mimetics of the Aminoglycoside Antibiotic Neamine
journal, September 2004
  • Venot, Andre; Swayze, Eric E.; Griffey, Richard H.
  • ChemBioChem, Vol. 5, Issue 9, p. 1228-1236
  • DOI: 10.1002/cbic.200400105

A convergent strategy for the preparation of N-glycan core di-, tri-, and pentasaccharide thioaldoses for the site-specific glycosylation of peptides and proteins bearing free cysteines
journal, January 2004

A silent bomb: The risk of anthrax as a weapon of mass destruction
journal, April 2003
  • Webb, G. F.
  • Proceedings of the National Academy of Sciences, Vol. 100, Issue 8, p. 4355-4356
  • DOI: 10.1073/pnas.0830963100

Immunology of bacterial polysaccharide antigens
journal, November 2003

Total Synthesis of AntigenBacillus Anthracis Tetrasaccharide—Creation of an Anthrax Vaccine Candidate
journal, October 2005
  • Werz, Daniel B.; Seeberger, Peter H.
  • Angewandte Chemie International Edition, Vol. 44, Issue 39, p. 6315-6318
  • DOI: 10.1002/anie.200502615

Use of 1,2-dichloro 4,5-dicyanoquinone (DDQ) for cleavage of the 2-naphthylmethyl (NAP) group
journal, January 2000

Glycosyl trifluoroacetimidates. Part 1: Preparation and application as new glycosyl donors
journal, March 2001

Similar records in DOepatents and OSTI.GOV collections: