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    Lysine: Process/Reaction Modified Region Reagents Product Residue Specific Protein Modification

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    Missael Isaac Vasquez
    This document discusses various residue-specific protein modifications including lysine, cysteine, tyrosine, and tryptophan. It also describes several reagents and the products they produce, such as N-terminal modifications through PLP transamination and native chemical ligation. Additional reactions discussed are oxime and hydroxyamide chemistry, Staudinger ligation using azide and phosphine, and 1,3-dipole azide-alkyne reactions as well as strain-promoted azide-alkyne cycloadditions using copper catalysts.

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    Lysine: Process/Reaction Modified Region Reagents Product Residue Specific Protein Modification

    Uploaded by

    Missael Isaac Vasquez
    6 views7 pages
    This document discusses various residue-specific protein modifications including lysine, cysteine, tyrosine, and tryptophan. It also describes several reagents and the products they produce, such as N-terminal modifications through PLP transamination and native chemical ligation. Additional reactions discussed are oxime and hydroxyamide chemistry, Staudinger ligation using azide and phosphine, and 1,3-dipole azide-alkyne reactions as well as strain-promoted azide-alkyne cycloadditions using copper catalysts.

    Original Description:

    these are personal notes of reactions for the chem c105 class at UCLA

    Original Title

    c105 Reactions

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    This document discusses various residue-specific protein modifications including lysine, cysteine, tyrosine, and tryptophan. It also describes several reagents and the products they produce, such as N-terminal modifications through PLP transamination and native chemical ligation. Additional reactions discussed are oxime and hydroxyamide chemistry, Staudinger ligation using azide and phosphine, and 1,3-dipole azide-alkyne reactions as well as strain-promoted azide-alkyne cycloadditions using copper catalysts.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Flag for inappropriate content
    Download as docx, pdf, or txt
    6 views7 pages

    Lysine: Process/Reaction Modified Region Reagents Product Residue Specific Protein Modification

    Uploaded by

    Missael Isaac Vasquez
    This document discusses various residue-specific protein modifications including lysine, cysteine, tyrosine, and tryptophan. It also describes several reagents and the products they produce, such as N-terminal modifications through PLP transamination and native chemical ligation. Additional reactions discussed are oxime and hydroxyamide chemistry, Staudinger ligation using azide and phosphine, and 1,3-dipole azide-alkyne reactions as well as strain-promoted azide-alkyne cycloadditions using copper catalysts.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
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    Download as docx, pdf, or txt
    of 7

    Process/Reaction

    Residue specific
    Protein
    Modification

    Modified Region
    Lysine

    Residue specific
    Protein
    Modification

    Cysteine

    Residue specific
    Protein
    Modification

    Tyrosine

    Residue specific
    Protein
    Modification

    Tryptophan

    Reagents

    Product

    N-terminal
    modification
    (PLP
    Transamination)
    N-terminal
    modification
    (Native Chemical
    Ligation)
    Oxime and
    Hydroxyamide

    (pka of N-terminus
    is much lower than
    that of Lys as well
    as alpha proton)
    N-terminus
    (ties multiple
    peptides together

    Specific protein or
    cell surface
    Reversible
    reaction,
    Known metabolites
    also contains
    ketones and
    aldehydes (ex//
    pyruvate,
    carbohydrates)

    Staudinger
    Ligation

    N-terminus

    HO
    Me

    OPO32N

    1,3-dipole azide
    alkyne reactions

    Strain promoted
    Azide

    Biomolecules at
    large
    (issue is that 1,3
    azide alkyne
    needed a lot of
    heat and pressue,
    resolved with
    Click but Cu(I) is
    toxic)
    Maximizes azide
    addition through
    ring strain

    +
    R N3R N

    H+

    HR'

    Cu(I)

    R'

    Cu(I)

    N
    R NNN R
    N N
    H

    R'

    R'

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