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Prenyl sulfates as alkylating reagents for mercapto amino acids

100%

Maltsev S. , Sizova O. , Utkina N. , Shibaev V. , Chojnacki T. , Jankowski W. , Swiezewska E.

Acta Biochimica Polonica

2008

tom 55

nr 4

807-813

A new methodology for prenylation of thiol compounds has been developed. The approach is based on the use of prenyl sulfates as new reagents for S-prenylation of benzenethiol and cysteamine in aqueous systems. The C10-prenols geraniol and nerol that differ in the configuration (E or Z, correspondingly) of the α-isoprene unit were efficiently O-sulfated in the presence of a pyridine-SO3' complex. The obtained geranyl and neryl sulfates were tested as alkylating agents. These compounds were chosen to reveal the influence of the α-isoprene unit configuration on their alkylation (prenylation) ability. S-Geranyl cysteine was prepared to demonstrate the applicability of this method for prenylation of peptides containing mercapto amino acids.

Prenyl sulfates as alkylating reagents for mercapto amino acids

84%

Maltsev S. , Sizova O. , Utkina N. , Shibaev V. , Chojnacki T. , Jankowski W. , Swiezewska E.

Acta Biochimica Polonica

2008

tom 55

nr 4

807-813

A new methodology for prenylation of thiol compounds has been developed. The approach is based on the use of prenyl sulfates as new reagents for S-prenylation of benzenethiol and cysteamine in aqueous systems. The C10-prenols geraniol and nerol that differ in the configuration (E or Z, correspondingly) of the α-isoprene unit were efficiently O-sulfated in the presence of a pyridine-SO3,complex. The obtained geranyl and neryl sulfates were tested as alkylating agents. These compounds were chosen to reveal the influence of the α-isoprene unit configuration on their alkylation (prenylation) ability. S-Geranyl cysteine was prepared to demonstrate the applicability of this method for prenylation of peptides containing mercapto amino acids.

Carbon-nanotube modified electrodes for detection of thiol compunds

67%

Stryjewska E. , Kowalska J. , Łebczyk N. , Golimowski J.

Chemia Analityczna

2007

tom Vol. 52, No. 6

1037-1047

Presented paper demonstrates the benefits ofcarbon-nanotube modi lied electrode for elec-troanalytical application such as organic compounds detection. Glassy carbon electrodes were modified by randomly dispersing multiwail carbon-nanotubes over their surface. This was accomplished by placing a drop of nanotnbe water/surfactant suspension on the electrode surface. The advantage of these electrodes is demonstrated using the detection of thiol compounds which is based on the oxidation of the -SH functional group. The investigated compounds (cysteine and gluthatione) were detected amperometrically in plant extracts after chromatographic separation in a flow system.

W pracy przedstawiono zalety elektrod modyfikowanych nanorurkami węglowymi i możliwość ich wykorzystania do detekcji organicznych związków tiolowych. Elektrody /. węgla szklistego modyfikowano nanosząc na ich powierzchnię jednorodną zawiesinę wielo-ściennych nanorurek węglowych w wodzie z dodatkiem kwaśnego fosforanu diheksadecylu. Elektrody te. w przeciwieństwie do elektrod niemodyfikowanych, pozwalająna śledzenie przebiegu reakcji utleniania grup funkcyjnych -SH. Został)' one wykorzystane do ampero-metryczncj detekcji cysteiny i glutationu w ekstraktach roślinnych po ich chromatograficznym rozdzieleniu w odwróconym układzie faz.