Re: Arabinose structure



 Dear CCl users,
 
Thanks for Leif and Rick for their help. The answer of my question was to draw the mirror image and nothing to do with the axial and equatorial positions; axials and equatorials stay as they are.
   Thanks,
 Ibrahim
 At 09:05 13/08/2003, you wrote:
 
 Dear Ibrahim M. Moustafa.
 I suppose you already received answers to your question,
 but here is my version:
   The simplest way of drawing the mirror image of a molecule
   is by using a mirror - or looking at the drawing from the other
   side, if you have it drawn on (semi)transparent paper.
   That should also highlight the fact that axial/equatorial
   does not vary among mirror forms.
   Now, you may not like the orientation you get from the simple
   mirror image.  In that case you may need some imagination to
   draw the molecule in a different perspective.
   But bear in mind that axial stays axial etc.
 Sincerely,
 /Leif Norskov
  Novo Nordisk A/S
  Copenhagen
  Denmark
  LNL^at^novo.dk
  > Date: Tue, 12 Aug 2003 17:00:56 +0100
  > To: chemistry^at^ccl.net
  > From: "Ibrahim M.Moustafa" <im17^at^st-andrews.ac.uk>
  > Subject: CCL:Arabinose structure
  >
  > Dear CCL users,
  >
  > I have a small question about the stereochemistry representations of
  > the pyranoside structure of Arabinose.
  > How to draw the chair conformation of the D- and L-forms of Arabinose?.
  >
  > I'm a bit confused; if I want to draw the pyranoside chair conformation
  > (4C1) of the D-form from the Fischer projection in which the
  > OH at C2 lies to the left, C3(OH) to the right and C4(OH) to the right,
  > I'd draw this chair conformation with:
  >
  > OH(ax) above the ring at C2, OH(ax) below the ring at C3, and OH(eq)
  > below the ring at C4.
  >
  > Now, If I want to draw the same conformation for the L-form
  > (the mirror image of D-form), do I need to alternate the OH groups
  > from axial to equatorial and vice versa?
  > or how to draw the chair conformation for the L-form?
  >
  > Appreciated your help.
  >
  > regards,
  > Ibrahim
 
 Ibrahim M.Moustafa
 Centre for Biomolecular Sciences
 St-Andrews University
 North Haugh, St-Andrews
 Fife KY16 9ST
 Scotland, U.K.
 Tel.       +44 (0)1334 467257
 Fax       +44 (0)1334 462595
 
e-mail: im17^at^st-andrews.ac.uk