Question: Sugar Ring Cyclization

Started by churroes
This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.
Get help with your application

Use all the free resources available to you from SDN: articles, guides, expert advising, forums discussions, and school research.

Status
Not open for further replies.

churroes

New Member
7+ Year Member
Advertisement - Members don't see this ad
Hi all,
I know from biochem that sugars like to cyclize as either furanose or pyranose.
Furanose can be formed by a C-4's OH onto C-1 attack on an 5 carbon aldose, or a C-5's OH to C-2 attack on a 6 carbon ketose.

Pyranose can be formed by a C-5's OH onto C-1 attack for a 6C aldose, or a C-6's OH to C-2 attack on a 7 carbon ketose.


My question is:
Why can't the terminal carbon's hydroxyl group attack to form a ring?
For an example using a 5-C aldose, why couldn't the C5 hydroxyl group attack the C1, forming a pyranose?


Thank you!
 
Status
Not open for further replies.