The bioactivation of 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954)-I. Purification and properties of a nitroreductase enzyme from Escherichia coli-A potential enzyme for antibody-directed enzyme prodrug therapy (ADEPT)

Biochemical Pharmacology

Volumn 44, Issue 12, 1992, Pages 2289-2295

  Anlezark, Gillian M ^a   Melton, Roger G ^a   Sherwood, Roger F ^a   Coles, Brian ^b   Friedlos, Frank ^c   Knox, Richard J ^c  

^a PUBLIC HEALTH ENGLAND   (United Kingdom)

^b ROYAL FREE AND UNIVERSITY COLLEGE MEDICAL SCHOOL   (United Kingdom)

^c INSTITUTE OF CANCER RESEARCH   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

5 (1 AZIRIDINYL) 2,4 DINITROBENZAMIDE; BACTERIAL ENZYME; DICOUMAROL; MENADIONE; NITROFURAL; NITROREDUCTASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE (PHOSPHATE) DEHYDROGENASE (QUINONE);

AMINO ACID SEQUENCE; ANIMAL CELL; ARTICLE; CONTROLLED STUDY; ENZYME KINETICS; ENZYME PURIFICATION; ESCHERICHIA COLI; METABOLIC ACTIVATION; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; REDUCTION; WALKER CARCINOMA;

AMINO ACID SEQUENCE; ANTIBODIES; AZIRIDINES; BIOTRANSFORMATION; COMPARATIVE STUDY; DRUG THERAPY; ENTEROBACTER CLOACAE; ESCHERICHIA COLI; MOLECULAR SEQUENCE DATA; NAD(P)H DEHYDROGENASE (QUINONE); NITROREDUCTASES; PRODRUGS; SALMONELLA TYPHIMURIUM; SUBSTRATE SPECIFICITY; SUPPORT, NON-U.S. GOV'T;

EID: 0026745562     PISSN: 00062952     EISSN: None     Source Type: Journal    
DOI: 10.1016/0006-2952(92)90671-5     Document Type: Article

References (22)

1. 2,4-Dinitro-5-ethyleneiminobenzamide (CB1954); a potent and selective inhibitor of the growth of the Walker carcinoma 256
2. Cell hybridization study of resistance to alkylating agents
3. CB1954 (2,4-dinitro-5-aziridinyl benzamide) becomes a DNA interstrand crosslinking agent in Walker tumour cells
4. A new cytotoxic, DNA interstrand crosslinking agent; 5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide, is formed from 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954) by a nitroreductase enzyme in Walker carcinoma cells
5. The nitroreductase enzyme in Walker cells that activates 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954) to 5-(aziridin-1-yl)-4-hydroxylamino-2-nitrobenzamide is a form of NAD(P)H dehydrogenase (quinone) (EC 1.6.99.2)
6. DT-diaphorase and cancer chemotherapy
7. The differential response of resistant and sensitive strains of Escherichia coli to the cytotoxic effects of 5-aziridino-2,4-dinitrobenzamide (CB1954)
8. The toxicity and mutagenicity of the anti-tumour drug 5-aziridinyl-2,4-dinitrobenzamide (CB1954) is greatly reduced in a nitroreductase-deficient strain of E. coli
9. Caffeine, aminoimidazolecarboxamide and dicoumarol, inhibitors of NAD(P)H dehydrogenase (quinone) (DT diaphorase), prevent both the cytotoxicity and DNA interstrand crosslinking produced by 5-(aziridin-1-yl)-2,4-dinitrobenzamide (CB1954) in Walker cells
10. Cleavage of structural proteins during the assembly of the head of bacteriophage T4
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12. Nucleotide sequence of Salmonella typhimurium nitroreductase gene
13. Cloning, nucleotide sequence and expression of the nitroreductase gene from Enterobacter cloacae
14. Mutagenicity and genotoxicity of nitroarenes. All nitro-containing chemicals were not created equal
15. A sensitive method for the detection of mutagenic nitroarenes: construction of nitroreductase-overproducing derivatives of Salmonella typhimurium strains TA98 and TA100
16. 4-Nitroquinoline-1-oxide: factors determining its mutagenicity in bacteria
17. The extraordinary mutagenicity of nitropyrenes in bacteria
18. Purification and characterisation of an oxygen-insensitive NAD(P)H nitroreductase from Enterobacter cloacae
19. Soluble diaphorase in animal tissues
20. DT diaphorase: a historical review
21. The bioactivation of 5-(aziridin-1-yl-2,4-dinitrobenzamide CB1954—II. A comparison of an Escherichia coli nitroreductase and Walker DT diaphorase
22. Antibody directed enzymes revive anti-cancer prodrugs concept