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Study Guide for Test II

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Monosaccharides have chiral centers. By convention they are designated: D-isomer and L-isomer. Molecules with n chiral centers can have 2n stereoisomers. ... – PowerPoint PPT presentation

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Title: Study Guide for Test II


1
Study Guide for Test II
  • Chapter 6 pp159-196
  • Chapter 7 pp203-221
  • Chapter 8 pp243-288
  • Chapter 9 pp 293-307

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Carbohydrates
  • Most abundant biomolecules on Earth.
  • Part of the diet in most of parts of the World.
  • Oxidation of carbohydrates is the central
    energy-yielding pathway in non-photosynthetic
    cells.
  • Insoluble carbohydrate polymers serve as a
    structural and protective elements in bacteria,
    plants and in connective tissue of animals.
  • Participate in recognition and adhesion between
    cells.
  • Complex carbohydrates attached to proteins and
    lipids participate in signaling.

3
Carbohydrates
  • Monosaccharides-simple sugars single polyhydroxy
    aldehyde or ketone unit.
  • Oligosaccharides-short chains of monosaccharides
    joined by glycosidic bonds.
  • Polysaccharides-sugar polymers of more then 20
    monosaccharides.

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Monosaccharides have chiral centers.
  • By convention they are designated D-isomer and
    L-isomer.
  • Molecules with n chiral centers can have 2n
    stereoisomers.
  • Stereoisomers of monosaccharides of each carbon
    chain length can be divided in to two groups
    which differ in configuration about the chiral
    center of the MOST DISTANT carbon from the
    carbonyl carbon.
  • Those with configuration at that carbon similar
    to D-glutaraldehyde are called D- and those
    similar to L-glutaraldehyde called, L-().

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Carbohydrate nomenclature cont.
  • When the OH group of the carbon in question is
  • on the right D-isomer
  • on the left L-isomer
  • Of 16 possible aldohexoses 8 of D-form and 8 of
    L-form.
  • Most of the hexoses found in nature are of D-
    form.

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Two sugars that differ in the configuration of
one carbon atom are called epimers.
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Monosaccharides have cyclical structures.
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Pyranoses and Furanoses
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Chair forms of Pyranoses
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Hexose derivatives important in biology
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Polysaccharides
  • Disaccharides and polysaccharides have a reducing
    end, free anomeric carbon (carbon not involved in
    a glycosidic bond).
  • Homopolysaccharides-made up from the same
    subunit.
  • Heteropolysaccharides-made up of different
    subunits

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Polysaccharides
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