Chapter 8 Flashcards
carbohydrates or … are the most abundant biological molecules.
they follow the chemical formula …
saccharides; (C * H2O)n
the basic carbohydrates units are called …
monosaccharides
monosaccharides are … or … derivatives of straight-chain polyhydroxy … containing at least 3 C atoms
aldehyde; ketone; alcohols
if the carbonyl group of a saccharide is an aldehyde, the sugar is an ..
aldose
if the carbonyl group of a saccharide is a ketone, the sugar is a …
ketose
the smallest monosaccharides, those with three C atoms, are … those with four, five, six, seven, etc. C atoms are, respectively, …, …, …, …
trioses; tetroses; pentoses; hexoses; heptoses
… sugars are biologically much less abundant than … sugars
L; D
D-glucose and … are epimers with respect to C2
D-mannose
the most common aldoses include the six-carbon sugars .., …, and …
glucose; mannose; galactose
the pentose … is a component of the ribonucleotide residues of RNA
ribose
the triose … occurs in several metabolic pathways
glyceraldehyde
the most common ketoses are …, … and …
dihydroxyacetone; ribulose; fructose
alcohols react with the carbonyl groups of aldehydes and ketones to form … and …, respectively
hemiacetals; hemiketals
the configurations of the substituents of each C atom in these sugar rings (cyclic hemiacetals/ketals) are conveniently represented by their …, in which the heavier ring bonds project in front of the plane of the paper and the lighter ring bonds project behind it
Haworth projectiosn
a sugar with a 6 membered ring is known as a … in analogy with …, the simplest compound containing such a ring
pyranose; pyran
sugars with five membered rings are designated … in analogy with ..
furanoses; furan
when a monosaccharide cyclizes, the carbonyl carbon, called the … carbon, becomes a … with two possible configurations
anomeric; chiral
the pair of stereoisomers that differ in configuration at the anomeric carbon care called .. in the alpha form, the OH substituent of the anomeric C is on the … side of the sugar ring from the CH2OH group at the chiral center that designates the D or L configuration. the other form is known as the … anomer
anomers; opposite; beta
the anomers freely interconvert in aqueous solution, a process called …
mutarotation
only … can simultaneously have all five of its non-H substituents in equatorial positions
beta-d-glucose
a monosaccharide can readily shift its …, bc no bonds are broken in the process. the shift in … between the alpha and beta forms requires breaking and reforming bonds and occurs slowly in aqueous solutoin
conformation; configuration
oxidation of an aldose converts its aldehyde group to a … group, thereby yielding an …
carboxylic acid; aldonic acid
oxidation of the primary alcohol group of aldoses yields …
ex. d-glucuronic acids
uronic acids
aldoses and ketoses can be reduced under mild conditions to yield polyhydroxy alcohols known as …
e.g. ribitol –> combonent of flavin coenzymes; xylitol–> sweetener used in ‘sugarless’ gum
alditols
monosaccharide units in which an OH group is replaced by H are known as … sugars
the biologically most important of these is …, the sugar component of DNA’s sugar-phosphate backbone.
deoxy sugars; beta-d-2-deoxyribose
in …, one or more OH groups have been replaced by an amino group, which is often acetylated
D-glucosamine and D-galactosamine are the most common
amino sugars
the anomeric group of a sugar can condense with an alcohol form … and …
the bond connecting the anomeric carbon to the alcohol oxygen is termed a …
alpha; beta-glycosides; glycosidic bond
saccharides bearing anomeric carbons that have not formed glycosides are termed …, because the free aldehyde group that is in equilibrium with the cyclic form of the sugar reduces mild oxidizing agents. the identification of a sugar as nonreducing is evidence that it is a …
reducing sugars; glycoside
polysaccharides, which are also known as …, consist of monosaccharides linked together by glycosidic bonds
glycans kk
polysaccharides are classified as … or … if they consist of one type or more than one type of monosaccharide
homopolysaccharides; heteropolysaccharides
polysaccharides, in contrast to proteins and nucleic acids, form … as well as … polymers
branched; linear
a complete description of an oligosaccharide or polysaccharide includes the .., … forms, and … of all its component monosaccharide units. some of this info can be gathered through the use of specific … and .., enzymes that hydrolyze monosaccharide units in much the same way that exopeptidases and endopeptidases cleave amino acid residues from polypeptides
identities; anomeric forms; linkages; exoglycosidases; endoglycosidases
the most abundant disaccharide is …
sucrose
…, the primary structural component of plant cell walls, accounts for over half of the carbon in the biosphere
cellulose
cellulose has a highly … structure that gives it exceptional strength and makes it … despite its hydrophilicity
cohesive; water insoluble