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  • Hooc O Cooh O Cooh - Co - H O: Prephenic Acid May Be Converted To L-Phenylalanine

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    1) Prefenic acid can be converted to L-phenylalanine or L-tyrosine through enzymatic reactions involving the loss of carbon dioxide and water. 2) Tryptophan is derived from a mixed biosynthetic pathway involving anthranilic acid from chorismic acid, phosphorylated ribose, and serine. 3) Ribose is an important 5-carbon sugar obtained from glucose through the pentose phosphate pathway and is a component of nucleic acids, ATP, NAD, CoA, and DNA.

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    Original Title

    Lecture 8

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    1) Prefenic acid can be converted to L-phenylalanine or L-tyrosine through enzymatic reactions involving the loss of carbon dioxide and water. 2) Tryptophan is derived from a mixed biosynthetic pathway involving anthranilic acid from chorismic acid, phosphorylated ribose, and serine. 3) Ribose is an important 5-carbon sugar obtained from glucose through the pentose phosphate pathway and is a component of nucleic acids, ATP, NAD, CoA, and DNA.

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    18 views20 pages

    Hooc O Cooh O Cooh - Co - H O: Prephenic Acid May Be Converted To L-Phenylalanine

    Uploaded by

    FrogWarrior
    1) Prefenic acid can be converted to L-phenylalanine or L-tyrosine through enzymatic reactions involving the loss of carbon dioxide and water. 2) Tryptophan is derived from a mixed biosynthetic pathway involving anthranilic acid from chorismic acid, phosphorylated ribose, and serine. 3) Ribose is an important 5-carbon sugar obtained from glucose through the pentose phosphate pathway and is a component of nucleic acids, ATP, NAD, CoA, and DNA.

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    of 20

    Prephenic Acid may be converted to L- Phenylalanine

    COOH

    COOH

    HOOC
    - CO2
    - H2O
    OH
    NH2
    COOH

    Phenylalanine

    Glutamine (Gln)
    Glutamic
    Acid (Glu)

    Prephenic Acid is converted to L-tyrosine

    COOH

    COOH

    HOOC
    - CO2
    NAD+
    OH

    OH
    NH2
    COOH

    OH

    Tyrosine

    Glutamine (Gln)
    Glutamic
    Acid
    (Glu)

    Tryptophan is derived from Anthranilic Acid, Ribose and Serine.


    Anthranilic Acid is got from Chorismic Acid

    CO2H

    H2O
    CH2
    O

    OH

    CO2H

    CO2H
    OH
    CH2
    O

    CO2H

    CO2H
    Gln

    OH
    O

    CO2H

    Glu

    CO2H
    NH2
    O

    Loses Enol Pyruvate

    CO2H

    CO2H

    CO2H
    H
    NH2
    O

    NH2
    CO2H
    Anthranilic Acid

    PO

    CO2H
    (PEP)

    Anthranilic Acid reacts with Phosphorylated Ribose

    CO2H
    NH2

    PO

    OH OH

    OPP

    CO2H

    CO2H

    NH
    PO

    OH OH

    N
    PO

    OH

    H
    OH OH

    CO2H

    CO2H
    NH

    OH
    OH
    OH

    N
    OH
    OH

    OH

    OP

    OP

    O
    C O

    H
    OH
    OH
    OH

    N
    OP

    OH
    -CO2

    OH
    OH

    N
    H
    OP

    OH
    OH
    OH

    N H
    H
    OP

    Reacts with Serine Phosphate


    (SerineAmino Acid R=CH2OH)

    OH
    OH
    N
    H

    OP

    NH2
    PO
    OH
    OH
    N
    H

    OP

    CO2H

    NH2
    CO2H
    OH
    OH
    N

    OP

    NH2
    CO2H

    H
    H

    N
    H
    Tryptophan

    O
    OH
    OP

    D-Glyceraldehyde
    3-phosphate

    NH2
    CO2H
    NH2
    PO

    N
    H

    CO2H
    NH2

    PO

    CO2H

    OPP

    OH OH

    Overall Tryptophan is a Mixed Biosynthetic Pathway


    i.e

    Shikimate, Ribose and Amino Acid components.

    Ribose is very important sugar found in


    RNA, ATP, NAD, CoA and DNA (deoxy form of
    ribose)

    It is obtained from Glucose (pentose phosphate


    pathway)

    PO

    OH

    OH OH

    CH2OP

    CH2OP
    O
    OH

    OH

    NADP

    OH

    HO

    HO
    OH
    Glucose-6-phosphate

    OH

    Undergoes Hydrolysis of the Lactone (Cyclic Ester)

    CH2OP
    O
    OH

    CH2OP

    H2O

    OH

    HO
    OH

    OH

    O
    OH

    HO
    OH

    Undergoes Decarboxylation and Oxidation

    CH2OP
    OH
    OH

    CH2OP
    O
    OH

    HO

    OH

    - CO2
    NADP

    OH

    HO

    Undergoes Rearrangement from 2-keto to aldehyde


    (like fructose, glucose change earlier)

    OH

    HO

    CH2OP

    CH2OP

    OH

    OH
    H
    HO

    OH

    Undergoes cyclisation of the open-chain form


    to give ribose-5 phosphate

    HO

    CH2OP

    POH2C

    OH

    OH

    H
    HO

    HO

    HO OH
    Ribose-5 phosphate

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