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Talk:Syn/anti lateral protonation

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Revision as of 07:48, 9 November 2009 by Harry Brumer (talk | contribs)
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Click the "+" tab to add a new discussion section... Harry Brumer 11:10, 9 November 2009 (UTC)


Page created 2009-11-09

Table outline created for further modification. Harry Brumer 11:12, 9 November 2009 (UTC)

Three questions from Wim

Adding clan info

1) May I add the clan to the family (so the first row would be called Family / Clan and the first entry would then be GH1 / A)? Because this would be very usefull if I would (later) also introduce family-entries "by similarity" (for which there is as yet no proving complexed structure) just like Heightman&Vasella did in their table, e.g. all families of clan-A are anti by similarity.

  • I think this is a good idea, but the clan should be entered as a separate column, so the table can be sorted by Clan (where available). Harry Brumer 14:47, 9 November 2009 (UTC)

alpha/beta vs. axial/equatorial

2) At the second row (Anomeric specificity), may I add to the entries whether it is axial or equatorial? Because alpha / beta is by IUPAC-definition only for the anomeric versus D/L relationship within the Fisher projection and nothing else, thus alpha / beta is (often but) not always resp axial / equatorial in the sugar's ground state conformation, the prime example being glycosides of sialic/neuraminic acid where their ground state 2C5 is alpha-equatorial.

  • I would suggest we stick with alpha/beta for now, since it works in 95+% of the cases (although the limitation is acknowledged). Mike's e/a notation never really achieved widespread use, and the specialist will understand the odd cases. It's best to keep things simple in the beginning. Harry Brumer 14:47, 9 November 2009 (UTC)

exo-anomeric column

The third question - but not for now - is to consider to add an extra row next to the one of the ligand, indicating if it is in or out of the exo-anomeric effect. Once I'll make-post the drawings, it will be very clear that in-anti and out-syn are connected, and indeed you can see this in several complexed structures.

  • Let's keep this idea on hold for a bit. Harry Brumer 14:47, 9 November 2009 (UTC)