Carbohydrate Stereoisomers + Structures Flashcards
Define chiral carbon
C w/ 4 different groups attached
What is the formula for # of chiral Cs in an ALDOSE
Aldose chiral Cs = Cs - 2
What is the formula for # of chiral Cs in a KETOSE
Ketose chiral Cs = Cs - 3
What is the formula for total # of stereoisomers in a carb
Total # stereoisomers = 2^n
n = # chiral carbons
What is the formula to determine # naturally occurring stereoisomers
naturally occurring stereoisomers = total stereoisomers / 2
Draw/recognize ALDOSE (D-glyceraldehyde)
Draw/recognize KETOSE (dihydroxyacetone)
Name/recognize L-ERYTHROSE vs D-ERYTHROSE
Name/recognize D-RIBOSE vs L-RIBOSE
Name/recognize D-RIBULOSE
Name/recognize GLUCOSE
Name/recognize MANNOSE
Name/recognize GALACTOSE
Name/recognize FRUCTOSE
Name the ALDOSE TRIOSE
Glyceraldehyde
How many chiral Cs are in a TRIOSE ALDOSE; how many total stereoisomers; how many naturally occurring stereoisomers?
1 chiral carbon, 2 stereoisomers, 1 naturally occurring stereoisomers
Draw an ALDOSE TRIOSE
D-glyceraldehyde
Name the KETOSE TRIOSE
Dihydroxyacetone
How many chiral Cs in a TRIOSE KETOSE, total stereoisomers, naturally occurring stereoisomers?
0 chiral carbons, 1 stereoisomer, 1 naturally occurring stereoisomers
Draw the structure of the TRIOSE KETOSE
Dihydroxyacetone
Name an ALDOSE TETROSE
Erythrose
How many chiral Cs in a TETROSE ALDOSE, total stereoisomers, naturally occurring stereoisomers?
2 chiral carbons, 4 stereoisomers, 2 naturally occurring stereoisomers
Draw the structure of an ALDOSE TETROSE
D-Erythrose
Name an ALDOSE PENTOSE
Ribose
How many chiral Cs for an ALDOSE PENTOSE, total stereoisomers, naturally occurring stereoisomers?
3 chiral carbons, 8 stereoisomers, 4 naturally occurring stereoisomers
Draw the structure of PENTOSE ALDOSE
D- Ribose
Name a KETOSE PENTOSE
D-ribulose
Name 3 ALDOSE HEXOSES
D-glucose, D-mannose, D-galactose
How many chiral Cs in a HEXOSE ALDOSE, total stereoisomers, naturally occurring stereoisomers?
4 chiral carbons, 16 stereoisomers, 8 naturally occurring stereoisomers
Draw the structure of a HEXOSE ALDOSE
D-allose
Name a KETOSE HEXOSE
Fructose