Comments on: D and L Notation For Sugars https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/ Wed, 01 Nov 2023 20:32:55 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: Megersa https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-675828 Wed, 01 Nov 2023 20:32:55 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-675828 Why only look OH at the bottom so classify into D/L, why not to take and compare all of the OH attached?
Even we can write hydroxy into OH or HO which One is correct, most of the time on fischer projection is applicable is that appropriate?

Thanks with regards for your answers.

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By: Difference Between Glucose and Dextrose – In4arts.com https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-674917 Fri, 20 Oct 2023 08:04:35 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-674917 […] Leaf Group, 3 Oct. 2017, Available here. 2. “D and L Sugars.” Master Organic Chemistry RSS, Available here. 3. Yacoub, Jamie. “Glucose Vs. Dextrose.” LIVESTRONG.COM, Leaf Group, 14 Aug. 2017, Available […]

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-637803 Mon, 12 Sep 2022 19:16:05 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-637803 In reply to Apoorv.

For a hexose, you’re looking at the C-5 stereocenter which is (R) for the D-sugars. When the hexose is drawn as a nice six-membered ring with the C1-c2-c3-c4- numbered clockwise (99% of cases, i.e. anomeric C-1 carbon on the right) if the C-5 CH2OH points up, it’s D and if it points down it’s L.
Things get more complicated if the hexose is drawn in its pyranose form. You need to determine if C-5 is (R) or (S).

For pentoses, you have to look at the C-4 chiral center.

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By: Apoorv https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-637623 Sat, 10 Sep 2022 15:39:59 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-637623 Hello,
How do we determine d and l configuration in cyclic sugars ?

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-635977 Mon, 22 Aug 2022 16:06:39 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-635977 In reply to Neil.

I’m not aware that we fully understand what makes humans left- or right-handed in the first place, so your guess is as good as mine.

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By: Neil https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-635900 Sun, 21 Aug 2022 15:00:59 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-635900 Assuming sufficiently advanced technology, if humans were to be artificially created but with every chiral molecules in its opposite enantiomer to “normal”, would the percentages of left and right handed people be reversed in such a population?

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By: James Ashenhurst https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-621936 Mon, 28 Feb 2022 17:52:36 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-621936 In reply to Bethany Jones.

Good question. It’s a naming convention, so at some level it becomes, “because X says so! ” rather than a physical explanation.

However, it is wiser than at least one alternative. If it were the asymmetric carbon *nearest* the aldehyde that determines D/L , that would pose serious problems as the C-2 carbon’s configuration can change through “epimerization” (i.e. formation of an enol/enolate followed by protonation). As “D” and “L” denote “absolute configuration” and therefore define a pair of enantiomers, this would be a bad protocol if changing one chiral center (e.g. flipping C-2 of glucose to give mannose) resulted in switching the name from D- to L- .

I don’t know if this answers your question, feel free to drill down to something more specific.

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By: Bethany Jones https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-621889 Sun, 27 Feb 2022 20:51:32 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-621889 Why is it the last asymmetric carbon that determines the D/L configuration?

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By: Constitutional vs Stereoisomers - Stereochemistry - PSIBERG https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-605383 Sat, 11 Sep 2021 21:22:26 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-605383 […] D- and L- Notation For Sugars – Master Organic Chemistry […]

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By: Isu https://www.masterorganicchemistry.com/2017/05/24/d-and-l-sugars/#comment-588416 Thu, 19 Nov 2020 14:21:19 +0000 https://www.masterorganicchemistry.com/?p=10785#comment-588416 What do you think of chemical vendors selling you “D(+)sucrose”?

(Yeah, google it, there’s lots of this happening.)

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