aaronq
  • aaronq
Challenge question: Opiorphin is a natural painkiller present in human saliva. Determine the absolute (R, S) configuration for each stereocenter in Opiorphin.
Chemistry
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SOLVED
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chestercat
  • chestercat
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aaronq
  • aaronq
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Photon336
  • Photon336
Well I see 5 stereo centers
taramgrant0543664
  • taramgrant0543664
I'm also seeing 5 stereocentres R was clockwise, S is counterclockwise From left to right I got R, S, R, S, R I don't have a clue if I did this right though, I didn't grasp the complete concept when I learned it at school.

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anonymous
  • anonymous
I see 7.
taramgrant0543664
  • taramgrant0543664
I'm pretty sure there is 5 just looked it up http://pubchem.ncbi.nlm.nih.gov/compound/25195667#section=Chemical-and-Physical-Properties Under 4.1 computed properties In the table it says 5 as well for defined atom stereocentre count
Frostbite
  • Frostbite
I will just answer it without even looking at the structure: Opiorphin being a non-glycine penta-peptide hormone means there must be 5 asymmetric carbon, usually we name peptides after the super old l and d convention. Almost all natural occurring amino acids are on l form which is the equivalent of the S form, making my guess (2S, 5S, 8S, 11S, 14S) named according peptide backbone after biochemical convention. ยจ @aaronq Cheater to use a peptide and not link me!
aaronq
  • aaronq
5 is right, and yes they're all S. @Frostbite great deduction ..but you're not allowed to think before answering a question, you're supposed to just do as you're told lol jk you clever mofo knowing that all natural amino acids are L (or S) and all sugars are D (or R) comes in handy.
Frostbite
  • Frostbite
Nature never screw up in terms of stereochemistry (thank you enzymes), while the chemists tend to do! :D (R and S thalidomid,,, I rest my case!)

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