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Triphenyl (2-pyridylmethyl) Phosphonium Chloride

Triphenyl (2-pyridylmethyl) Phosphonium Chloride. Large Molecule – Small Molecule Interactions Rhode Island College July 13 – 17, 2009. TPPYD Characteristics. Structure:

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Triphenyl (2-pyridylmethyl) Phosphonium Chloride

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  1. Triphenyl (2-pyridylmethyl) Phosphonium Chloride Large Molecule – Small Molecule Interactions Rhode Island College July 13 – 17, 2009

  2. TPPYD Characteristics Structure: • Three benzene rings and a 2-pyridylmethyl group (functional group) attached to Phosphorous central cation with a Chloride anion • Non-planar, aromatic rings Cl-

  3. TPPYD Characteristics CAS Number: 99662-46-1 Molecular Formula: C24H22C12NP Molecular Weight: 426.32 Melting Point: 249-254° C Solubility: N/A Toxicity Levels: Properties not established Hazards: Irritating to eyes, respiratory system & skin Uses: Replacement for radioactive tagging

  4. TPPYD and DNA Predictions: Intercalating • TPPYD will not intercalate Evidence: • Best intercalators are aromatic, planar, and a multiple ringed structure. • Data from HyperChem

  5. TPPYD – 4bp dsDNA Interaction

  6. TPPYD – 12bp dsDNA Interaction

  7. Plasmid DNA Gel Electrophoresis • Analysis of whether TPPYD interacted with plasmid DNA • Changing migration distance or number of bands indicates interaction • 5 Samples tested: Well 1 ‘E’ Plasmid DNA cut with HindIII Well 2 ‘EB’ ‘E’ with 5 µL TPPYD added Well 3 ‘X’ Plasmid DNA, no HindIII Well 4 ‘XB’ ‘X’ with 5 µL TPPYD added Well 5 ‘L’ Lambda Hind III Ladder

  8. Electrophoresis Trial 1 Results Conclusion • TPPYD bound, but did not alter DNA structure • Did not bind at all Evidence • E and EB banding patterns identical • X and XB banding patterns identical

  9. Electrophoresis Trial 2 Results E5 E 10 E 15 E X5 X 10 X 15 X Conclusion • TPPYD did not alter DNA structure Evidence • E and EB banding patterns identical • X and XB banding patterns identical

  10. Spectrophotometers • For both: • Calibrated with water • Used two samples, a Native DNA sample and a DNA + Compound sample. This was to see if our compound would change the melting point of DNA. • SmartSpec: • Had too little DNA in both our Native and DNA + Compound samples, thus results were inconclusive.

  11. Conclusion • Did not change melting point • Did not affect distances bands travelled in electrophoresis • Did not intercalate; aromatic • Recommendations EWG - Savoie

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