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Topic: Doubts in BioMolecules  (Read 2796 times)

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Offline Nitin_Naudiyal

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Doubts in BioMolecules
« on: July 09, 2012, 03:10:58 AM »
D - (-) - Fructose

Here does D represent -  Dextro Rotatory ?
and if it does then why is there a  (-) (minus symbol) in the name, isnt - (minus) a symbol for Leavo Rotatory compounds?

Maltose ( α - anomer ) -
It is said that it is a reducing sugar because a free aldehyde group can be produced at C - 1 in second glucose molecule.

But where is the free aldehyde group ?
and it is said it can be produced , but how ?

I have attached the pics for both the compounds
« Last Edit: July 09, 2012, 03:25:02 AM by sjb »

Offline sjb

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Re: Doubts in BioMolecules
« Reply #1 on: July 09, 2012, 03:25:43 AM »
D - (-) - Fructose

Here does D represent -  Dextro Rotatory ?
and if it does then why is there a  (-) (minus symbol) in the name, isnt - (minus) a symbol for Leavo Rotatory compounds?

Maltose ( α - anomer ) -
It is said that it is a reducing sugar because a free aldehyde group can be produced at C - 1 in second glucose molecule.

But where is the free aldehyde group ?
and it is said it can be produced , but how ?

I have attached the pics for both the compounds

Have a look through http://en.wikipedia.org/w/index.php?title=Monosaccharide&oldid=499492229, for instance

Offline Dan

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Re: Doubts in BioMolecules
« Reply #2 on: July 09, 2012, 03:35:23 AM »
Here does D represent -  Dextro Rotatory ?

No, D/L assignment is made based on a structural relationship to glyceraldehyde, not optical rotation.

Here are several threads on the subject:

http://www.chemicalforums.com/index.php?topic=60366.0
http://www.chemicalforums.com/index.php?topic=60121
http://www.chemicalforums.com/index.php?topic=40641.0

Quote
It is said that it is a reducing sugar because a free aldehyde group can be produced at C - 1 in second glucose molecule.

But where is the free aldehyde group ?
and it is said it can be produced , but how ?

The functional group at C1 of glucose (glucopyranose) is a hemiacetal. Loook them up, what do you know about the reactivity/stability of hemiacetals?
My research: Google Scholar and Researchgate

Offline Nitin_Naudiyal

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Re: Doubts in BioMolecules
« Reply #3 on: July 09, 2012, 05:32:16 AM »
Quote
D - (-) - Fructose

Ok . So here D specifies the configuration of the 'C' atom that is present second from the Bottom and since OH is on the Right it is D - Fructose
and (-) specifies that it is laevo rotatory


Quote
The functional group at C1 of glucose (glucopyranose) is a hemiacetal. Loook them up, what do you know about the reactivity/stability of hemiacetals?

Hemiacetal are formed by addition of aldehyde and and Alcohol.
and at C - 1 there is a hemiacetal group present because of which it is a reducing sugar

Offline Dan

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Re: Doubts in BioMolecules
« Reply #4 on: July 09, 2012, 06:18:10 AM »
Ok . So here D specifies the configuration of the 'C' atom that is present second from the Bottom and since OH is on the Right it is D - Fructose
and (-) specifies that it is laevo rotatory

Yes

Quote
Hemiacetal are formed by addition of aldehyde and and Alcohol.
and at C - 1 there is a hemiacetal group present because of which it is a reducing sugar

The key is that hemiacetal formation is readily reversible:

Alcohol + aldehyde  ::equil:: hemiacetal

Most sugars exist predominantly in cyclic hemiacetal form, but there is a dynamic equilibrium between linear aldehyde form and cyclic hemiacetal form in solution. As a result, sugars exhibit aldehyde reactivity because there is always a small amount of the linear aldehyde form present in solution.
My research: Google Scholar and Researchgate

Offline Nitin_Naudiyal

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Re: Doubts in BioMolecules
« Reply #5 on: July 09, 2012, 07:49:44 AM »
Thank You Dan

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