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Author Topic: Alpha-Methyl-L-tyrosine vs Alpha-methyl-P-tyrosine - same or different  (Read 418 times)

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akuhl101

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Hi all,

Been struggling with this one and hoping an expert can assist me, appreciate any help I can get!

Alpha-Methyl-L-tyrosine vs Alpha-methyl-P-tyrosine. they have the same chemical formula but different CAS registry numbers: does that mean they are isomers and not identical molecules?

Alpha-methyl-p-tyrosine has CAS # 658-48-0 https://en.wikipedia.org/wiki/AMPT
α-Methyl-L-tyrosine has CAS # 672-87-7 https://www.sigmaaldrich.com/catalog/search?term=672-87-7&interface=CAS%20No.&N=0&mode=partialmax&lang=en&region=US&focus=product

Thank you again!
Andrew
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AWK

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Re: Alpha-Methyl-L-tyrosine vs Alpha-methyl-P-tyrosine - same or different
« Reply #1 on: January 25, 2019, 10:57:06 PM »

AMPT is a racemate
cf. https://wiki2.org/en/Metirosine 
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sjb

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Re: Alpha-Methyl-L-tyrosine vs Alpha-methyl-P-tyrosine - same or different
« Reply #2 on: January 25, 2019, 11:05:13 PM »

Based on the text of the wiki article for AMPT at this time alone (https://en.wikipedia.org/w/index.php?title=AMPT&oldid=765832635 ) I think AMPT is the racemate, and "AMLT" is a specific enantiomer. But two caveats -
  • the fact that AMPT is in evaluation for its pharmacological effects makes me think this may also be a specific enantiomer (whether it is the same, I don't know at this time)
  • you can have lots of CAS numbers for the same compound
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