Glycosidic bond

[chiddler]

In the past, i've recited that if two sugars are in plane, then the glycosidic bond is beta. if they are out of plane, then it is alpha.

i'm worried that my blind faith in this rule can be incorrect.

how do i formally determine if a glycosidic bond is alpha or beta?

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[MedPR]

In the past, i've recited that if two sugars are in plane, then the glycosidic bond is beta. if they are out of plane, then it is alpha.

i'm worried that my blind faith in this rule can be incorrect.

how do i formally determine if a glycosidic bond is alpha or beta?

You decide if the first sugar (the one donating the "1" in "alpha-1,4" or "beta-1,4") is alpha or beta by looking at the configuration of the anomeric carbon. If it's alpha, then the linkage is alpha, if beta, then beta.

So this is an alpha-glucose

Any sugar that bonds to the anomeric oxygen will be an alpha-1, linkage.

 

[chiddler]

crap. that's what i thought. and i uploaded an image to show you that you're mistaken...

turns out i switched alpha and beta.

thanks.