Methyl α-D-glucopyranoside

ID: methyl-alpha-d-glucopyranoside

Methyl α-D-glucopyranoside is the α anomer of the methyl oxygen-linked glycoside derived from D-glucopyranose. Relative to the cyclic sugar, the hydroxy group at the anomeric carbon is replaced by . The six-membered ring form, the D configuration and the α configuration specify different aspects of the identity.[ref]
The name is a compact structural description. “Methyl” identifies the methyl group of the attachment; “glucopyranoside” identifies the cyclic sugar-derived part and its glycosidic substitution. The α label specifies its anomeric carbon configuration. Merely giving a molecular formula cannot recover those distinctions.
An original atom-counting example starts with glucose, . Replacing by adds overall, giving . Formal hydrolysis accounting is
The partner is methanol, the aglycone in this example. This equation balances chemical atoms; it does not supply reaction conditions or say which glucose forms are present after a real experiment. An α-to-β configuration change would leave the elemental count unchanged.
This example distinguishes the acetal of a classical glycoside from the free cyclic sugar's hemiacetal. It is therefore a useful small molecule for learning how naming encodes more information than elemental composition.[ref]

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