New Reply

Why are all the OH opposite to each other in D and L glucose?

 
Share Thread Thread Tools
Apr23-12, 05:23 PM   #1
 

Why are all the OH opposite to each other in D and L glucose?


I thought D and L referred to the direction of the OH on the LAST chirality center. So why are all the other OH also switched up?

http://upload.wikimedia.org/wikipedi...lucose.svg.png
 
PhysOrg.com
PhysOrg
chemistry news on PhysOrg.com

>> Non-wetting fabric drains sweat
>> Protein study suggests drug side effects are inevitable
>> RNA capable of catalyzing electron transfer on early earth with iron's help, study says
Apr23-12, 05:37 PM   #2
 
Recognitions:
Science Advisor Science Advisor
Because D- and L-glucose are enantiomers (i.e. mirror images), their configuration is switched at all stereocenters of the molecule.
 
Apr23-12, 05:43 PM   #3
 
Quote by Ygggdrasil View Post
Because D- and L-glucose are enantiomers (i.e. mirror images), their configuration is switched at all stereocenters of the molecule.
This makes sense. But then why do we care about the last chiral carbon?
 
Apr23-12, 07:10 PM   #4
 
Recognitions:
Science Advisor Science Advisor

Why are all the OH opposite to each other in D and L glucose?


We don't. Like many thing in biology, the choice on how to name the different stereoisomers of glucose is somewhat arbitrary. It just turns out that, if you draw all of the naturally occuring aldohexoses in a Fisher projection, almost all of them have the same configuration about C5, so biochemists chose that position to use as the basis for the D/L nomenclature system.
 
Apr24-12, 07:55 AM   #5
 
You are too kind, sir.
 
New Reply
Thread Tools


Similar Threads for: Why are all the OH opposite to each other in D and L glucose?
Thread Forum Replies
The opposite slope means the opposite fraction, or opposite sign? Precalculus Mathematics Homework 4
D-glucose versus L-glucose Biology, Chemistry & Other Homework 1
The difference between glucose sensor & glucose based biofuel cell Medical Sciences 0
Determine amount of glucose-1-phosphate & glucose-1,6-diphosphate Biology, Chemistry & Other Homework 0
Making Glucose vs. Breaking Glucose Introductory Physics Homework 4