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SELIWANOFF TEST
INTRODUCTION
PROCEDURE
RESULTS && DISCUSSIONAPPLICATIONS
FRAGMENTATION WITH STRONG ACID
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INTRODUCTION
Many carbohydrates can be identified using condensation
reagents, which react with the carbohydrates to produce
highly colored products.Often the carbohydrate is initially dehydrated into smaller
saccharide units, using a dehydrating acid.
The smaller the units or molecules, formed will produce a
more highly colored complex with the condensation reagent,
as in Molisch's, Bial's andSel i w ano f f ' s t e s t s .
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INTRODUCTION
A BIOCHEMICAL TEST TO IDENTIFY THE PRESENCE OF
KETONIC SUGARS IN SOLUTION.
F. F. SELIWANOFF
A FEW DROPS OF THE REAGENT, CONSISTING OF
RESORCINOL CRYSTALS DISSOLVED IN EQUAL AMOUNTS OF
WATER AND HYDROCHLORIC ACID, ARE HEATED WITH THE
TEST SOLUTION AND THE FORMATION OF A REDPRECIPITATE INDICATES A POSITIVE RESULT.
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PROCEDURE
1. To 3 ml of Seliwanoff's reagent, Add 0.5 ml ofthe test solution heat the mixture in a boilingwater bath for 10-15 minutes.
2. Observe the production of a red color or abrownish-red precipitate and the rate of itsappearance.
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PROCEDURE
CONDITIONS TO BE OBSERVED IN PERFORMING THETEST:
A. The concentration of HCl must not be more than 12 %
B. The reaction must be observed after not more
than 20-30 seconds of boiling
C. Glucose must not be present in amounts exceeding 2%
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RESULTS &&DISCUSSION
PROPOSED RESULT :
A ketone hexose, also called a ketohexose, will form a
deep red color when reacted with Seliwanoff's reagent.
An aldehyde hexose, also called a aldohexose, will showa light pink color that takes a longer time to develop
when reacted with Seliwanoff's reagent.
Ke t o s e --> deh y d r a t i o n p r o d u c t - -> ch e r r y - r ed p r o du c t (w i t h i n 2 m i n u t e s )
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RESULTS &&DISCUSSION
Galactose (-) Dark Yellow(Original Color of Reagent)
Glucose (-) Dark Yellow(Original Color of Reagent)
Fructose (+) WINE REDMaltose (-) Dark Yellow
(Original Color of Reagent)Sucrose (+) PINKISH REDXylose (-) Dark Yellow
(Original Color of Reagent)
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RESULTS &&DISCUSSION
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RESULTS &&DISCUSSION
Used to distinguish between aldehyde and
ketone hexoses
Seliwanoff's test uses:
12% hydrochloric acid as the dehyd r at i n g ac i d
5% resorcinol as the con densa t i o n r eagen t
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RESULTS &&DISCUSSION
The acid hydrolysis of polysaccharides andoligosaccharides yields simpler sugars.
The dehydrated ketose then reacts withthe resorcinol to produce a deep cherry red color.
Aldoses may react slightly to produce a faint pinkcolor.
Fructose and sucrose are two common sugars whichgive a positive test.
Sucrose gives a positive test as it is a disaccharideconsisting of fructose and glucose.
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RESULTS &&DISCUSSION
T h e t e s t r e a g en t d e h y d r a t e s k e t o h e x o s e s
t o f o r m 5 -h y d r o x y m e t h y l f u r f u r a l .
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RESULTS &&DISCUSSION
Aldohexose reacts more slowly
to give 5-hydroxylmethylfurfural
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RESULTS &&DISCUSSION
(Aldohexoses)Once 5-hydroxylmethylfurfural is produced, it reacts withresorcinol to give a dark red condensation product.
Sucrose hydrolyzes to give fructose, which
eventually reacts to produce a dark red color.