Literature DB >> 18515100

Design, synthesis, and evaluation of bisubstrate analog inhibitors of cholera toxin.

Guangtao Zhang1.   

Abstract

Bisubstrate analog inhibitors in which a nicotinamide mimic is attached to a series of structurally diversified guanidines (arginine mimics) were synthesized and evaluated for inhibition of cholera toxin. The mechanism-based bisubstrate inhibitors were up to 1400-fold more potent than the natural substrate NAD+ and 400-fold more potent than the artificial substrate diethylamino (benzylidine-amino)guanidine (DEABAG) in an assay toward an intrinsically active mutant of wild-type cholera toxin.

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Year:  2008        PMID： 18515100      PMCID： PMC2536626          DOI： 10.1016/j.bmcl.2008.05.049

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


  32 in total

1.  Protein disulfide isomerase acts as a redox-dependent chaperone to unfold cholera toxin.

Authors:  B Tsai; C Rodighiero; W I Lencer; T A Rapoport
Journal:  Cell       Date:  2001-03-23       Impact factor: 41.582

Review 2.  AB(5) toxins: structures and inhibitor design.

Authors:  E Fan; E A Merritt; C L Verlinde; W G Hol
Journal:  Curr Opin Struct Biol       Date:  2000-12       Impact factor: 6.809

3.  Cholera, 2003.

Authors: 
Journal:  Wkly Epidemiol Rec       Date:  2004-07-30

4.  Hydrolysis of nicotinamide adenine dinucleotide by choleragen and its A protomer: possible role in the activation of adenylate cyclase.

Authors:  J Moss; V C Manganiello; M Vaughan
Journal:  Proc Natl Acad Sci U S A       Date:  1976-12       Impact factor: 11.205

Review 5.  Immune modulation by the cholera-like enterotoxins.

Authors:  Robert J Salmond; Jeffrey A Luross; Neil A Williams
Journal:  Expert Rev Mol Med       Date:  2002-10-01       Impact factor: 5.600

6.  The three-dimensional crystal structure of cholera toxin.

Authors:  R G Zhang; D L Scott; M L Westbrook; S Nance; B D Spangler; G G Shipley; E M Westbrook
Journal:  J Mol Biol       Date:  1995-08-25       Impact factor: 5.469

7.  Unfolded cholera toxin is transferred to the ER membrane and released from protein disulfide isomerase upon oxidation by Ero1.

Authors:  Billy Tsai; Tom A Rapoport
Journal:  J Cell Biol       Date:  2002-10-28       Impact factor: 10.539

8.  Targeting of cholera toxin and Escherichia coli heat labile toxin in polarized epithelia: role of COOH-terminal KDEL.

Authors:  W I Lencer; C Constable; S Moe; M G Jobling; H M Webb; S Ruston; J L Madara; T R Hirst; R K Holmes
Journal:  J Cell Biol       Date:  1995-11       Impact factor: 10.539

9.  Transport of an external Lys-Asp-Glu-Leu (KDEL) protein from the plasma membrane to the endoplasmic reticulum: studies with cholera toxin in Vero cells.

Authors:  I V Majoul; P I Bastiaens; H D Söling
Journal:  J Cell Biol       Date:  1996-05       Impact factor: 10.539

10.  Cholera toxin is exported from microsomes by the Sec61p complex.

Authors:  A Schmitz; H Herrgen; A Winkeler; V Herzog
Journal:  J Cell Biol       Date:  2000-03-20       Impact factor: 10.539
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  2 in total

Review 1.  Exotoxin-Targeted Drug Modalities as Antibiotic Alternatives.

Authors:  Moona Sakari; Arttu Laisi; Arto T Pulliainen
Journal:  ACS Infect Dis       Date:  2022-01-31       Impact factor: 5.084

2.  The reaction of arylmethyl isocyanides and arylmethylamines with xanthate esters: a facile and unexpected synthesis of carbamothioates.

Authors:  Narasimhamurthy Rajeev; Toreshettahally R Swaroop; Ahmad I Alrawashdeh; Shofiur Rahman; Abdullah Alodhayb; Seegehalli M Anil; Kuppalli R Kiran; Paris E Georghiou; Kanchugarakoppal S Rangappa; Maralinganadoddi P Sadashiva
Journal:  Beilstein J Org Chem       Date:  2020-02-03       Impact factor: 2.883
  2 in total

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