lecture 13 - BIO 311C February 18, 2008 No lecture on Feb....

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BIO 311C February 18, 2008 The contents of the Feb. 20 lecture are No lecture on Feb. 20
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CO H H CH 2 OH C H OH CO H H 3 4 2 1 5 CHO CHO CH 2 OH 2 1 3 4 5 A Very Abbreviated Way of Showing the Structural Formula of a Simple Sugar (this molecule is D-ribose, an aldopentose) Less abbreviated More abbreviated In the more abbreviated form (1) each intersection of lines represents the location of a carbon atom, (2) the horizontal lines each represent alcohol functional groups, and (3) an additional hydrogen atom is located on each of carbon of atoms 2, 3 and 4 to satisfy the valency of carbon. *
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CO H H CH 2 OH CH HO C CO H CO H H O H H CO H H CH 2 OH CH HO C CO H CO H H O H H Reversible interconversion of the straight-chain form and a ring form of D-glusose Solid blue lines represent covalent bonds broken in order to produce the ring; dotted blue lines show atoms that are attracted together in order to form new covalent bonds. Solid green lines represent new covalent bonds that are formed. * disguised aldehyde aldehyde
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α -D-glucose D-glucose (the same molecule) β -D-glucose rotate The straight-chain form and two ring forms of D-glucose ring form ring form ring break ring break The straight-chain form has 4 asymmetric carbon atoms. Ring forms have 5 asymmetric carbon atoms. Asterisks show the position of the new asymmetric carbon atom. * * *
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α -D-glucose Ways of representing β -D-glucose 1 6 6 1 from textbook, p. 73 from textbook, p. 73 * The "OH" on the disguised aldehyde or ketone functional group is written downward for α -sugars and is written up for β -sugars. β
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lecture 13 - BIO 311C February 18, 2008 No lecture on Feb....

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