Novel prebiotic model systems: interactions of nucleosides and nucleotides with aqueous micellar sodium dodecanoate

Nagyvary, Joseph; Harvey, J. A.; Nome, Faruk; Armstrong, Dan P.; Fendler, János H.

doi:10.1016/0301-9268(76)90015-2

Cited by 10 publications

(8 citation statements)

References 10 publications

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“…Hence, one potential separation strategy could target the difference in net electrostatic charge per molecule, for example with anion-exchange chromatography. Micellar chromatography, however, has also been used successfully to separate a large variety of anions [11][12][13][14][15] and several reviews have been published since its recognition as a very useful analytical tool. [16][17][18][19][20] Because micellar chromatography could be of potential use to separate [(GS) 2 AsSe] À from GSSG, we investigated the effect of increasing amounts of hexadecyltrimethylammonium bromide (HDTAB),…”

Section: Introductionmentioning

confidence: 99%

Simultaneous multielement-specific detection of a novel glutathione-arsenic-selenium ion [(GS)2AsSe]? by ICP AES after micellar size- exclusion chromatography

Gailer

Madden

Burke

et al. 2000

Appl. Organometal. Chem.

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In order to confirm the solution structure of [(GS) 2 AsSe] À (GS = glutathione), we have investigated the retention behaviour of a [(GS) 2 AsSe] À /oxidized glutathione (GSSG) mixture on a Sephadex G-25 (SF) column with Tris buffers (0.1 mol dm À3 , pH 8.0) containing various surfactants at concentrations above the critical micellar concentration (CMC): hexadecyltrimethlammonium bromide (HDTAB; 30, 40 and 50 mmol dm À3 ); dodecyltrimethylammonium bromide (DDTAB; 50 mmol dm À3 ); and sodium lauryl sulfate (SLS; 50 mmol dm À3 ). An inductively coupled plasma atomic emission spectrometer (ICP AES) provided simultaneous on-line detection of arsenic, selenium and sulfur in the column effluent. The chromatographic retention behaviour was used to investigate the association of both compounds with the positively charged micelles (HDTAB and DDTAB mobile phases). The relative strength of association with the micelles provided insight into the effective negative charge on [(GS) 2 AsSe] À and GSSG. The chromatograms obtained with 50 mmol dm À3 HDTAB indicated that two glutathione molecules are associated with the elution of an arsenic-selenium compound. Combined, these chromatographic data strongly support the spectroscopically derived solution structure of [(GS) 2 AsSe] À .

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Section: Introductionmentioning

confidence: 99%

Simultaneous multielement-specific detection of a novel glutathione-arsenic-selenium ion [(GS)2AsSe]? by ICP AES after micellar size- exclusion chromatography

Gailer

Madden

Burke

et al. 2000

Appl. Organometal. Chem.

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“…Nonetheless, we feel that our quantitative studies (Fendler et al, 1975;Nagyvary et al, 1976; justify further examination of the frequently implied (Oparin, 1957;Calvin, 1969), although rarely experimented upon, role of colloidal aggregates in chemical evolution. Larger and more complex aggregates are likely to be more efficient and selective as concentrating and condensing agents.…”

Section: Combination Of Equations 3 and 4 Results In Equationmentioning

confidence: 87%

“…2). Anionic micellar surfaces bind nucleotides differently (Nagyvary et al, 1976). Interaction in these micelles occur between the purine and pyrimide bases of the nucleotides and the negatively charged micellar surface.…”

Section: Discussionmentioning

confidence: 99%

“…Partition coefficients (Kp values) of the nucleotides and amino acids were determined by gel filtration on a Sephadex G-25-300 column (60xl.9 cm) using the established procedure (Herries et al, 1964;Ackers, 1970;Nagyvary et al, 1976). The void volume (Vo) of the column was determined to be 76.4 cm 3 using Blue Dextran 2000.…”

Section: Methodsmentioning

confidence: 99%

“…Electrostatic, hydrophobic, dipole-dipole and steric int6ractions as well as differential solubilities are factors which determine the sequestering of amino acids and nucleotides into the micellar compartments. We have, to-date, demonstrated selective partitioning of cationic amino acids (Fendler et al, 1975), nucleotides and nucleosides (Nagyvary et al, 1976) into aqueous anionic micelles. The unique roles of surfactant solubilized water pools in organic solvents have also been explored.…”

Section: Introductionmentioning

confidence: 97%

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Partitioning of amino acids and nucleotides between water and micellar hexadecyltrimethylammonium halides

1977

Self Cite

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Using quantitative gel filtration techniques partition coefficients, Kp-values, have been determined between aqueous cationic micellar hexadecyltrimethylammonium bromide, CTAB, and several biomonomer. Kp-values for 5'-adenylic acid, 5'-cytidylic acid, 5'-guanylic acid, 5'-uridylic acid and 5'-thymidylic acid are 1,400 +/- 150. Nucleotides bind to CTAB micelles effectively, but nonselectively. Conversely, the binding of tRNAs to micellar CTAB is selective. Kp-values for glutamic acid II, tyrosine and phenylalanine tRNAs (in 1.0MNaCl) are 520, 3,100 and 5,600, respectively. Kp-values for the binding of alanine, arginine, aspartic acid, glutamic acid, glycine, histidine, phenylalanine, serine, threonine and tryptophan to micellar CTAB are less than 8. Conversion of unitless Kp-values for the binding of amino acids, nucleotides and nucleosides to both anionic and cationic micelles, to K (in 1/g) values allows the comparison of clays and micelles as prebiotic concentrating media. Using correlations between surface densities of the biomonomers and their binding constants, it is shown that aqueous micelles (at pH = 8) are a better concentrating media than are clays.

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Behavior of ATP Toward Phenothiazine Drugs

Gasco

Carlotti

Trotta

1984

Journal of Pharmaceutical Sciences

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Novel prebiotic model systems: interactions of nucleosides and nucleotides with aqueous micellar sodium dodecanoate

Cited by 10 publications

References 10 publications

Simultaneous multielement-specific detection of a novel glutathione-arsenic-selenium ion [(GS)2AsSe]? by ICP AES after micellar size- exclusion chromatography

Simultaneous multielement-specific detection of a novel glutathione-arsenic-selenium ion [(GS)2AsSe]? by ICP AES after micellar size- exclusion chromatography

Partitioning of amino acids and nucleotides between water and micellar hexadecyltrimethylammonium halides

Behavior of ATP Toward Phenothiazine Drugs

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