Isomerism Flashcards

1
Q

2 monosaccharides differ from each other in their configuration around a single specific carbon

A

Epimerism

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2
Q

C2 epimer
HO - C - H

A

Mannose

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3
Q

C4 epimer
H - C - OH

A

Glucose

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4
Q

C4 epimer
HO - C - H

A

Galactose

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5
Q

Isomers obtained from the change of position of hydroxyl group attached to the anomeric carbon ex. a and b glucose, fructose

A

Anomerism

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6
Q

OH
hydroxyl not aligned with carbon

A

Alpha

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7
Q

OH
hydroxyl align with carbon

A

Beta

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8
Q

change in the specific optical rotation by the interconvension of a and b forms of D glucose to an equilibrium mixture

A

Mutarotation

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9
Q

OH
|
H

A

B - D glucose

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10
Q

OH
|
OH

A

A - D Glucose

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11
Q

HO - H
| |
H OH

A

B - D Glucose

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12
Q

HO - OH
| |
H OH

A

A - D Glucose

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13
Q

Monosaccharides
Disaccharides
Oligosaccharides
Polysaccharides

A

classification of saccharides, sugar, carbohydrates

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14
Q

simplest carbohydrates, 3-6 carbon atoms
Carbonyl group aldehyde or ketone
Several hydroxyl group
Colorless crystalline solids

A

Monosaccharides

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15
Q

2 monosaccharides

A

Disaccharides

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16
Q

2-10 monosaccharides

A

Oligosaccharide

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17
Q

Many monosaccharides

A

polysaccharides

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18
Q

Monosaccharides- w/ aldehyde group
Many hydroxyl
(-OH) groups
triose (3 carbon atom)
tetrose (4)
pentose (5)
hexose (6)

19
Q

Monosaccharides - w/ ketone group
Many hydroxyl
(-OH) groups
triose (3 carbon atom)
tetrose (4)
pentose (5)
hexose (6)

20
Q

O
||
C - H aldose
|
H - C - OH
|
H - C - OH
|
CH2OH

A

Erythrose, an aldotetrose

21
Q

CH2OH
|
C = O ketose
|
H - C - OH
|
H - C - OH
|
H - C - OH
|
CH2OH

A

Fructose, a ketohexose

22
Q

Found in fruits, corn syrup, honey
Aldohexose with formula C6H12O6
Blood sugar in body
Monosaccharide in polymers of starch, cellulose, glycogen

A

D - Glucose

23
Q

H O
\ /
C
|
H- C - OH
|
HO - C - H
|
H- C - OH
|
H- C - OH
|
CH2OH

A

D - Glucose

24
Q

In the body Glucose has normal blood level of 70 - 90 mg/dL

A

Blood Glucose level

25
Glucose tolerance test measures blood glucose for several hours after ingesting sugar
Blood Glucose Level
26
Low glucose
Hypoglycemia
27
Ketohexose C6H12O6 Sweetest carbohydrate Found in fruit, juices, honey Converts to glucose in the honey
D - Fructose
28
CH2OH | C = OH | HO - C - OH | H - C - OH | H - C - OH | CH2OH
D - Fructose
29
aldohexose C6H12O6 not found free in nature Obtained from lactose a disaccharide similar structure to glucose except for the - OH on C4
D - Galactose
30
O || C - H | H - C - OH | HO - C - H | HO - C - H | H - C - OH | CH2OH
D - Galactose
31
Fischer projection Haworth projection X-ray diffraction analysis
structure of monosaccharides
32
straight chain structural formula
Fischer projection
33
Cyclic formula or ring structure
Haworth projection
34
boat and chair form
X-ray diffraction analysis
35
- developed by Hermann Emil Fischer (German) - represent carbohydrates - places the most oxidize group at the top - shows chiral carbons as the intersection of vertical and horizontal lines
Fischer projection
36
H O \ / C | HO -+- H CH2OH
L glyceraldehyde
37
H O \ / C | H -+- OH CH2OH
D glyceraldehyde
38
- developed by Walter Noman Haworth (British) - 2 - dimensional structural anotation that specifies the 3 dimensial - structure of a cyclic form of monosaccharides
Haworth projection
39
CH2OH | ________ O / \ \ ________ /
Glucose Haworth Projection
40
prevalent form of monosaccharides with 5 or 6 carbon atoms
Cyclic structure
41
________ O / \ \ ________ /
Pyran
42
O / \ \ / _____
Furan
43
Formed when the hydroxyl group on C5 reacts with the aldehyde or ketone group
Cyclic structure