Question about nucleotides and phosphoric acid

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Discussion Overview

The discussion revolves around the correct terminology regarding the chemical linkage between phosphoric acid and sugars in nucleotides, specifically whether it is appropriate to refer to this linkage as an ether bond or an ester bond. The scope includes conceptual clarification of chemical bonding in biochemistry.

Discussion Character

  • Conceptual clarification
  • Debate/contested

Main Points Raised

  • One participant questions the correctness of describing the bond as an ether bond, suggesting it should be referred to as an ester bond instead.
  • Another participant clarifies that the linkage formed is indeed a phosphoric ester, highlighting the definition of esters as linkages formed through the loss of a water molecule.
  • A different participant expresses concern over the phrasing "linked to the hydroxyl group," arguing that the hydroxyl group no longer exists after the reaction, which complicates the terminology.

Areas of Agreement / Disagreement

Participants do not reach a consensus on the terminology, with some supporting the use of "ester bond" while others express concerns about the phrasing related to hydroxyl groups.

Contextual Notes

The discussion reflects a nuanced understanding of chemical terminology and the implications of chemical reactions, with potential limitations in clarity regarding the definitions of ether and ester bonds.

physicisttobe
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Misplaced Schoolwork Thread -- Moved to the Schoolwork forums
Hi everyone!

Is this sentence correct?

"Phosphoric acid is linked to the hydroxyl groups of the sugars via ether bonds"

I would say yes, but in the solutions this phrase is wrong and I'm a little bit confused. I think that's correct, isn't it?
 
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Technically they’re esters. An ester is any linkage that has been formed through a hydroxyl by loss of a water molecule. The most familiar example is carboxylic esters, but in this case you have a phosphoric ester. In really old literature, you’ll occasionally see alkyl halides referred to as halide esters (e.g., butyl iodide would be butane hydriodic ester), reflecting the idea that they're formed from the dehydration reaction of the hydrogen halide with an alcohol.
 
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All right, thank you for your reply TeethWhitener!
So instead of ether bond there must be an ester bond, then it's correct.
I have mixed up the two.
 
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Perhaps that's nitpicking, but I don't like the idea of "being linked to the hydroxyl group". Hydroxyl group reacted and no longer exists, so nothing can be linked to it.
 
All right, thanks borek!
 

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