Carbohydrates Flashcards
Stereoisomers
Same chemical formula but differ in spatial arrangement
Carbohydrate Enantiomers
Nonsuperimposable mirror images; Same sugars in different optical families (D or L)
Carbohydrate Diastereomers
Two sugars in the same family
Epimers
Differ in configuration at exactly one chiral center
Alpha Anomer
Diastereoisomers of cyclic forms of sugars or similar molecules differing in the configuration at the anomeric carbon (C-1 atom of an aldose or the C-2 atom of a 2-ketose)
**OH group is trans (pointing down) to CH2OH
Beta Anomer
Diastereoisomers of cyclic forms of sugars or similar molecules differing in the configuration at the anomeric carbon (C-1 atom of an aldose or the C-2 atom of a 2-ketose)
**OH group cis (pointing up) to CH2OH
Mutarotation
Spontaneous change of molecule between the Alpha anomer and Beta anomer (straight chain molecule is the intermediate)
Tollen’s Reagent
Uses Ag(NH3)2 (+) as an oxidizing agent to test the presence of reducing agents and sugars
Aldehydes reduce Ag+ to Ag metallic silver
Benedict’s Reagent
Aldehydes are oxidized and Cu2O (red) precipitate is formed to test presence of reducing agents and sugars
Tautomerization
Rearrangement of bonds (move it to form a double bodn)
Esterification
Sugar + COOH (or derivative) —-> Ester (ROOR)
Phosphorylation
Transfer PO3 from ATP on to the sugar —-> Phosphate ester
Glycoside Formation
Dehydration rxn where the Anomeric carbon link to another sugar (C-O bond) - this is the basis for forming complex carbs
Alpha or Beta- 1, 6 Linkage
1, 6 means C1 of first sugar + C6 of 2nd sugar are attached
Alpha = OH on C1 is below glucose ring plane
Beta = OH on C1 is above the glucose ring plane
Polysaccharides
Long chains of monosaccharides linked together by glycosidic bonds
Cellulose
Polysaccharide that usually contain Beta - D - glucose with Beta - 1, 4 glycosidic links
*Main structural component in plants
Alpha or Beta - 1, 4 Linkage
1, 4 means C1 of first sugar + C4 of 2nd sugar are attached
Alpha = OH on C1 is below glucose ring plane
Beta = OH on C1 is above the glucose ring plane
Starch
Alpha - D - Glucose
Main energy store for plants
Amylose
Type of starch composed of:
Linear glucose polymer with Alpha - 1, 4 glycosidic links
Amylopectin
Type of starch composed of:
Amylose (Alpha - 1, 4 glycosidic links ) and Alpha - 1, 6 glycosidic links
Glycogen
Alpha - 1, 6 glycosidic bonds that are highly branched
Carbohydrate storage system in animals
Trioses
3-Carbon sugars
Tetroses
4-Carbon sugars
Aldoses
Sugars with aldehydes as their most oxidized group
Ketoses
Sugars with ketones as their most oxidized group
Anomeric Carbon
New chiral center formed in ring closure; it was the carbon containing the carbonyl in the straight chain form
Deoxy Sugars
When an H replaces an OH group on a sugar
Sucrose
Type of disaccharide: Glucose - Alpha - 1, 2 Fructose
Lactose
Type of disaccharide: Galactose - Beta - 1, 4 Glucose
Maltose
Type of disaccharide: Glucose - Alpha - 1, 4 Glucose