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Topic: Sugar / pKa questions  (Read 3055 times)

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Offline Phero

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Sugar / pKa questions
« on: June 22, 2012, 03:55:09 PM »
Hello,
I have problems determining when a sugar is alfa/beta and L/D configurations. I have tried a lot of things, but somehow, it's not working. Let's say you start with a closed sugar ring, and you open it up to make a Fischer projection of it to determin alfa/beta and L/D...
Also if possible could it be illustrated with an easy example aswell as a very difficult and complicated carbohydrate?

AND

giving a compound a pKa, I know the pKA for example for -NH2, but how does this value change if it's in a compound, f.e. MeSO2NHPh?

Thank you in advance

Offline Babcock_Hall

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Re: Sugar / pKa questions
« Reply #1 on: June 23, 2012, 12:22:08 PM »
Carbohydrate chemistry comes up frequently on these boards.  See if these discussions help:
http://www.chemicalforums.com/index.php?topic=57988.0
http://www.chemicalforums.com/index.php?topic=40641.0

Offline Dan

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Re: Sugar / pKa questions
« Reply #2 on: June 23, 2012, 10:05:51 PM »
I have fixed the links in the threads Babcock hall posted, I will also reproduce it here for convenience:

https://www.dropbox.com/s/ewwebmetzavpbcx/DL%20anomers.pdf
My research: Google Scholar and Researchgate

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