Rank order H-bonding, Van der Waals attractive forces and dipole-dipole attracti
ID: 930285 • Letter: R
Question
Rank order H-bonding, Van der Waals attractive forces and dipole-dipole attraction from weakest to strongest and discuss two different categories of empirical data that support your rank order. [Reminder-empirical data is directly observable characteristics that y measure; different categories will have different units. One of your types of data should have units of kcal/mol.] Bombykol (shown) is released by female Bombyx mori (silkworm moths) to attract males. Explain all of the IMAFs possible between two molecules of this pheromone. Invoke electronegativity values and geometry as needed. Is the boiling point of bombykol higher or lower than the boiling point of hexadecanol? Explain your logic. Is the boiling point of bombykol higher or lower than the boiling point of trans-10-trans- 12-hexadecadienol. Explain your logic. The system is Incredibly sensitive. Antennae of moles can detect a single molecule of bombykol. The airborne pheromone enters a pore, where it meets an aqueous layer. Since bombykol is not soluble in water, it gets wrapped in a small, water-soluble protein that carries it through the aqueous layer until it meets the receptor on the target cell, at which point It is released from the carrier protein, binds to the receptor, and elicits a change in moth behavior. The system calls in males that are up to a few kilometers distant from the female. In order for the bombykol carrier-protein to be soluble in water, what types of amino acid side chains must be sticking out on the surface? Explain and provide specific examples. Be prepared to show H-bonding between water and any of the appropriate amino acid side chains. Design a simple binding site on the carrier-protein that could wrap around bombykol and shield it from contact with the water layer. The site will be two-dimensional, but will show amino acid side chains that would attract this molecule via IMAFs. Please use a line to model the peptide backbone of the bbp and draw structures for five side chains from at least three of the aa groups. You don't need to memorize structures, the aa table will be provided. Write a narrative explaining how each side chain would attract that part of bombykol.Explanation / Answer
A)
Van der Waals (0 to 1 kCal/mol) < Hydrogen bonding (1-10 kCal/mol) < Dipole-Dipole interactions (1- 10 kCal/mol).
B)
The are hydrogen bonding, Dipole-dipole interactions, Van der Waals interactions, London dispersion interactions.
C)
Boiling point of bombykol is higher than that of hexadecanol because additional interactions exist in bombykol.
D)
Boiling point of bombykol is lower than that of trans10, trans12-hexadecadienol because additional interactions exist in trans10, trans12-hexadecadienol.
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