November 26, 2024, 11:31:43 AM
Forum Rules: Read This Before Posting


Topic: Landis tested positive - interesting chemistry behind  (Read 5601 times)

0 Members and 1 Guest are viewing this topic.

Offline Borek

  • Mr. pH
  • Administrator
  • Deity Member
  • *
  • Posts: 27862
  • Mole Snacks: +1813/-412
  • Gender: Male
  • I am known to be occasionally wrong.
    • Chembuddy
Landis tested positive - interesting chemistry behind
« on: August 29, 2006, 08:18:24 AM »
Landis is a cyclist who won this year's Tour de France but was later found cheating with testosterone. I have just found an interesting post at sci.chem, by Eric Lucas:

Quote
First line screening looks for an epimer of natural testosterone, not an enantiomer--an epimer has one isomerized chiral center, as opposed to being entirely of the opposite handedness.  Since the synthetic stuff is almost certainly made by elaborating some other readily-available naturally occurring steroid, most of the chiral scaffolding of the molecule is already fixed, with only one or two chiral centers introduced in the synthesis. After a positive first-line screen, the second-line screen is based on the C-13 content.  My understanding is that the unusual epi-testosterone ratio can (not likely, but can) occur due to abnormal but natural metabolic processes, but an unusual C-13 content is unequivocally from man-made material.
ChemBuddy chemical calculators - stoichiometry, pH, concentration, buffer preparation, titrations.info

Offline Borek

  • Mr. pH
  • Administrator
  • Deity Member
  • *
  • Posts: 27862
  • Mole Snacks: +1813/-412
  • Gender: Male
  • I am known to be occasionally wrong.
    • Chembuddy
Re: Landis tested positive - interesting chemistry behind
« Reply #1 on: November 09, 2006, 06:22:08 AM »
Ahh, sometimes there is nothing like browsing blogs:

testosterone_carbon_isotopes_and_floyd_landis
ChemBuddy chemical calculators - stoichiometry, pH, concentration, buffer preparation, titrations.info

Sponsored Links