Chemical synthesis of benzo[a]pyrene derivatives and their use
in development of ELISA method

D 2007

Chemical synthesis of benzo[a]pyrene derivatives and their use in development of ELISA method

PŘIBYL, Jan, Milan JÍLEK, Miloslav SUCHÁNEK, Marek PROUZA, Petr SKLÁDAL et. al.

Základní údaje

Originální název

Chemical synthesis of benzo[a]pyrene derivatives and their use in development of ELISA method

Autoři

PŘIBYL, Jan (203 Česká republika, garant, domácí), Milan JÍLEK (203 Česká republika, domácí), Miloslav SUCHÁNEK (203 Česká republika), Marek PROUZA (203 Česká republika) a Petr SKLÁDAL (203 Česká republika, domácí)

Vydání

Brno, XI. Pracovní setkání biochemiků a molekulárních biologů, Brno, 31. – 1. února 2007. s. 98-227, 2007

Nakladatel

Masaryk university

Další údaje

Jazyk

angličtina

Typ výsledku

Stať ve sborníku

Obor

10600 1.6 Biological sciences

Stát vydavatele

Česká republika

Utajení

není předmětem státního či obchodního tajemství

Kód RIV

RIV/00216224:14310/07:00052274

Organizační jednotka

Přírodovědecká fakulta

ISBN

978-80-210-4234-6

Klíčová slova anglicky

Bioconjugate Benzopyrene MALDI-TOF ELISA Immunization

Štítky

Změněno: 16. 5. 2011 01:27, Mgr. Jan Přibyl, Ph.D.

Anotace

V originále

Benzo[a]pyrene (BaP) belongs to the group of polycyclic aromatic hydrocarbons (PAHs) that have mutagenic and pro-carcinogenic properties. The PAHs compounds are ubiquitous environmental pollutants requiring metabolic activation tohave the carcinogenic properties. The activation steps are mainly presented by hydroxylation and epoxidation of thearomatic system by the group of cytochrome P450 isoenzymes (mainly the P450 1A1 isoenzyme). The epoxy-derivatives of the PAHs molecules are highly reactive electrophiles, able to bind to any primary aminogroup. When sucha molecule is bound to the nucleotide, the structure, as well as natural function, of the nucleic acid is corrupted; thecarcinogenic properties of the BaP molecule take effect in this way. The small molecules, such as benzo[a]pyrene, cannot induce the immunogenic response in animals; therefore it needs to be conjugated to the protein carrier molecule. Forthis reason, the BaP molecules was modified in the Friedel-Craft reaction to contain a carboxy-terminated spacer, whichwas further use to couple the polycyclic molecule to a protein molecule - bovine serum albumine, peroxidase, etc. Theappropriate procedures offering the BaP-carboxyderivative, and also the conjugation reactions will be discussed duringthe presentation, as a supplement for the experimental results. Various approaches for preparation of the nucleotide/DNA conjugates with benzo[a]pyrene, suitable for the immunization as well as for the subsequent immunochemicalassay performance, will be discussed at the end of the presentation.

Návaznosti

2B06056, projekt VaV

Název: Diagnostika poškození DNA polyaromatickými sloučeninami použitím nanotechnologických a bioanalytických metod pro včasnou detekci karcinomu.

Investor: Ministerstvo školství, mládeže a tělovýchovy ČR, Diagnostika poškození DNA polyaromatickými sloučeninami použitím nanotechnologických a bioanalytických metod pro včasnou detekci karcinomu

Citovat

PŘIBYL, Jan, Milan JÍLEK, Miloslav SUCHÁNEK, Marek PROUZA a Petr SKLÁDAL. Chemical synthesis of benzo[a]pyrene derivatives and their use in development of ELISA method. In WIMMEROVÁ, Michaela - BENEŠ, Petr. XI. Pracovní setkání biochemiků a molekulárních biologů, Brno, 31. – 1. února 2007. Brno: Masaryk university, 2007, s. 98-227. ISBN 978-80-210-4234-6.

@inproceedings{937676,
   author = {Přibyl, Jan and Jílek, Milan and Suchánek, Miloslav and Prouza, Marek and Skládal, Petr},
   address = {Brno},
   booktitle = {XI. Pracovní setkání biochemiků a molekulárních biologů, Brno, 31. – 1. února 2007.},
   editor = {WIMMEROVÁ, Michaela - BENEŠ, Petr},
   keywords = {Bioconjugate Benzopyrene MALDI-TOF ELISA Immunization},
   language = {eng},
   location = {Brno},
   isbn = {978-80-210-4234-6},
   pages = {98-227},
   publisher = {Masaryk university},
   title = {Chemical synthesis of benzo[a]pyrene derivatives and their use in development of ELISA method},
   year = {2007}
}

TY  - JOUR
ID  - 937676
AU  - Přibyl, Jan - Jílek, Milan - Suchánek, Miloslav - Prouza, Marek - Skládal, Petr
PY  - 2007
TI  - Chemical synthesis of benzo[a]pyrene derivatives and their use in development of ELISA method
PB  - Masaryk university
CY  - Brno
SN  - 9788021042346
KW  - Bioconjugate Benzopyrene MALDI-TOF ELISA Immunization
N2  - Benzo[a]pyrene (BaP) belongs to the group of polycyclic aromatic hydrocarbons (PAHs) that have mutagenic and pro-carcinogenic properties. The PAHs compounds are ubiquitous environmental pollutants requiring metabolic activation tohave the carcinogenic properties. The activation steps are mainly presented by hydroxylation and epoxidation of thearomatic system by the group of cytochrome P450 isoenzymes (mainly the P450 1A1 isoenzyme). The epoxy-derivatives of the PAHs molecules are highly reactive electrophiles, able to bind to any primary aminogroup. When sucha molecule is bound to the nucleotide, the structure, as well as natural function, of the nucleic acid is corrupted; thecarcinogenic properties of the BaP molecule take effect in this way. The small molecules, such as benzo[a]pyrene, cannot induce the immunogenic response in animals; therefore it needs to be conjugated to the protein carrier molecule. Forthis reason, the BaP molecules was modified in the Friedel-Craft reaction to contain a carboxy-terminated spacer, whichwas further use to couple the polycyclic molecule to a protein molecule - bovine serum albumine, peroxidase, etc. Theappropriate procedures offering the BaP-carboxyderivative, and also the conjugation reactions will be discussed duringthe presentation, as a supplement for the experimental results. Various approaches for preparation of the nucleotide/DNA conjugates with benzo[a]pyrene, suitable for the immunization as well as for the subsequent immunochemicalassay performance, will be discussed at the end of the presentation.
ER  -

PŘIBYL, Jan, Milan JÍLEK, Miloslav SUCHÁNEK, Marek PROUZA a Petr SKLÁDAL. Chemical synthesis of benzo[a]pyrene derivatives and their use in development of ELISA method. In WIMMEROVÁ, Michaela - BENEŠ, Petr. \textit{XI. Pracovní setkání biochemiků a molekulárních biologů, Brno, 31. – 1. února 2007.}. Brno: Masaryk university, 2007, s.~98-227. ISBN~978-80-210-4234-6.

Podrobný výpis o publikaci