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Seliwanoff Test

Apr 14, 2018

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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.