thalidomide - Great Lakes - Buzzpoints App

Question

This drug’s single stereocenter can undergo chiral inversion at a nitrogen–carbon bond. For 10 points each:

[10e] Name this drug that was used to treat morning sickness that caused birth defects. The two isomers of this drug interconvert, although only the S isomer is biologically active.

ANSWER: thalidomide [or Contergan; or Thalidomid]

[10m] Thalidomide does not possess these isomers, which have more than one stereocenter, but remain superimposable. For two stereocenters, these optically inactive compounds have (R,S) (“R S”) configuration.

ANSWER: meso compounds

[10h] This form of spectroscopy uses the difference in absorption of polarized light. A vibrational form of this technique operates in the infrared, while a UV form can probe the secondary structure of proteins.

ANSWER: circular dichroism [or CD]

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Summary


Northern California	Main	Y	5	12.00	80%	20%	20%
Southern California	Main	Y	6	10.00	83%	17%	0%
Eastern Canada	Main	Y	11	12.73	100%	18%	9%
Florida	Main	Y	4	10.00	75%	25%	0%
Great Lakes	Main	Y	5	6.00	60%	0%	0%
Lower Mid-Atlantic	Main	Y	8	7.50	63%	13%	0%
Upper Mid-Atlantic (1)	Main	Y	10	9.00	60%	30%	0%
Upper Mid-Atlantic (2)	Main	Y	5	8.00	60%	20%	0%
Lower Midwest	Main	Y	3	10.00	67%	33%	0%
North	Main	Y	5	8.00	80%	0%	0%
Northeast	Main	Y	9	13.33	89%	33%	11%
Northwest	Main	Y	4	15.00	100%	50%	0%
South Central	Main	Y	7	15.71	71%	43%	43%
Upstate NY	Main	Y	2	5.00	50%	0%	0%

Data


MSU A	OSU D	0	0
OSU A	CWRU B	10	10
OSU B	OSU C	10	10
Pitt A	CWRU A	0	0
Pitt B	Kenyon B	10	10