Why Do Condensation Reactions in Glucose Not Occur at C2 or C3?

Click For Summary
Condensation reactions in polysaccharide formation primarily involve the hydroxyl (OH) group at carbon positions 1, 4, and 6 of glucose, while reactions at carbon positions 2 and 3 are less common. This selectivity is due to the structural characteristics of glucose and the stability of the resulting glycosidic bonds. The end OH and H groups are more reactive, facilitating the formation of these bonds during enzymatic processes, such as those catalyzed by amylase in starch and in the branching structure of glycogen. The discussion references resources that provide further insights into glycosidic bonds and carbohydrate chemistry, which can enhance understanding of these reactions.
Cheman
Messages
235
Reaction score
1
Condensation reactions occur between the OH and H of C 1,4 and 6 to form polysaccharides - why do we not get reaction at C 2 or 3? ( 5 is obvious since it is not attached to H or OH )

Thanks. :smile:
 
Chemistry news on Phys.org
What I mean is, why do we only get the end OH and H's reacting (eg - in the case of amolase in starch) or the ones on the C chain not in the ring ( as the case with glycogen) not the others?

Thanks.
 
Cheman,

These sites might shed some light on the subject.

http://www.biotopics.co.uk/as/glucose2.html

http://www.bmb.psu.edu/courses/bmb401_spring2003/carbohydrates_2.pdf

http://www.biologie.uni-hamburg.de/b-online/e16/16h.htm

The pdf file discusses glycosidic bonds and looks useful.
 
Last edited by a moderator:

Similar threads

Replies
7
Views
2K
  • · Replies 2 ·
Replies
2
Views
3K
  • · Replies 4 ·
Replies
4
Views
4K
Replies
2
Views
2K
  • · Replies 2 ·
Replies
2
Views
2K
  • · Replies 9 ·
Replies
9
Views
4K
  • · Replies 2 ·
Replies
2
Views
4K
  • · Replies 131 ·
5
Replies
131
Views
9K
Replies
3
Views
2K
  • · Replies 1 ·
Replies
1
Views
2K