Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.

Mitomycin C (MMC) binds to DNA after its reductive activation by catalytic hydrogenation with Pd on charcoal. Three modified nucleotides, named MG-1, MG-2, and MA, were isolated from the modified DNA after enzymatic hydrolysis to 5'-nucleotides. The structures of these modified nucleotides were...

Descripción completa

Detalles Bibliográficos
Autores principales: Hashimoto, Y, Shudo, K
Formato: Texto
Lenguaje:English
Publicado: 1985
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1568724/
https://www.ncbi.nlm.nih.gov/pubmed/3936706
_version_ 1782130074171998208
author Hashimoto, Y
Shudo, K
author_facet Hashimoto, Y
Shudo, K
author_sort Hashimoto, Y
collection PubMed
description Mitomycin C (MMC) binds to DNA after its reductive activation by catalytic hydrogenation with Pd on charcoal. Three modified nucleotides, named MG-1, MG-2, and MA, were isolated from the modified DNA after enzymatic hydrolysis to 5'-nucleotides. The structures of these modified nucleotides were deduced from their 1H-NMR and UV spectra, and from studies of the chemically transformed derivatives (hydrolysis, methylation, diazotization, and thioketonization). These three modified nucleotides were concluded to be 1,2-trans-2,7-diamino-1-(N2-deoxyguanylyl)mitosene (MG-1), 2,7-diamino-1-(O6-deoxyguanylyl)mitosene (MG-2) and 2,7-diamino-1-(N6-deoxyadenylyl)mitosene (MA). The same modified nucleotides were identified in DNA extracted from the livers of rats treated with MMC.
format Text
id pubmed-1568724
institution National Center for Biotechnology Information
language English
publishDate 1985
record_format MEDLINE/PubMed
spelling pubmed-15687242006-09-18 Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C. Hashimoto, Y Shudo, K Environ Health Perspect Research Article Mitomycin C (MMC) binds to DNA after its reductive activation by catalytic hydrogenation with Pd on charcoal. Three modified nucleotides, named MG-1, MG-2, and MA, were isolated from the modified DNA after enzymatic hydrolysis to 5'-nucleotides. The structures of these modified nucleotides were deduced from their 1H-NMR and UV spectra, and from studies of the chemically transformed derivatives (hydrolysis, methylation, diazotization, and thioketonization). These three modified nucleotides were concluded to be 1,2-trans-2,7-diamino-1-(N2-deoxyguanylyl)mitosene (MG-1), 2,7-diamino-1-(O6-deoxyguanylyl)mitosene (MG-2) and 2,7-diamino-1-(N6-deoxyadenylyl)mitosene (MA). The same modified nucleotides were identified in DNA extracted from the livers of rats treated with MMC. 1985-10 /pmc/articles/PMC1568724/ /pubmed/3936706 Text en
spellingShingle Research Article
Hashimoto, Y
Shudo, K
Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
title Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
title_full Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
title_fullStr Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
title_full_unstemmed Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
title_short Chemical modification of DNA with muta-carcinogens. III. Reductive alkylation of DNA with mitomycin C.
title_sort chemical modification of dna with muta-carcinogens. iii. reductive alkylation of dna with mitomycin c.
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1568724/
https://www.ncbi.nlm.nih.gov/pubmed/3936706
work_keys_str_mv AT hashimotoy chemicalmodificationofdnawithmutacarcinogensiiireductivealkylationofdnawithmitomycinc
AT shudok chemicalmodificationofdnawithmutacarcinogensiiireductivealkylationofdnawithmitomycinc

Ejemplares similares