Isopeptide bond: Difference between revisions

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<Structure load='' size='350' frame='true' align='right' caption='' scene='56/560856/Isopeptide_bond/4' />
<Structure load='' size='350' frame='true' align='right' caption='' scene='56/560856/Isopeptide_bond/4' />


An ''isopeptide bond'' is an [https://en.wikipedia.org/wiki/Amide amide bond] between the sidechain of one [[amino acid]] and the sidechain or main chain terminus of another amino acid, or a ligand. Isopeptide bonds are sometimes called [https://en.wikipedia.org/wiki/Lactam lactams]<ref name="lactam">PMID: 24446383</ref><ref name="5vbl">PMID: 28528775</ref>.<br>[[Image:Isopeptide-bond.jpg|300px]]
An ''isopeptide bond'' is an [http://en.wikipedia.org/wiki/Amide amide bond] between the sidechain of one [[amino acid]] and the sidechain or main chain terminus of another amino acid, or a ligand. Isopeptide bonds are sometimes called [http://en.wikipedia.org/wiki/Lactam lactams]<ref name="lactam">PMID: 24446383</ref><ref name="5vbl">PMID: 28528775</ref>.<br>[[Image:Isopeptide-bond.jpg|300px]]


Isopeptide bonds often form covalent links between polypeptide backbones. This is in contrast to the much more common [[Peptide bond|peptide (''eupeptide'') bonds]] between amino acid main chain atoms that form the polypeptide backbones of proteins. Isopepide bonds are rare (as are other non-disulfide [[protein crosslinks]]). [[Disulfide bonds]] are a much more common form of covalent linkage between polypeptide chains.
Isopeptide bonds can form covalent links between polypeptide backbones. This is in contrast to the much more common [[Peptide bond|peptide (''eupeptide'') bonds]] between amino acid main chain atoms that form the polypeptide backbones of proteins. Isopepide bonds are rare (as are other non-disulfide [[protein crosslinks]]). [[Disulfide bonds]] are a much more common form of covalent linkage between polypeptide chains.


For more, please see [http://en.wikipedia.org/wiki/Isopeptide_bond Isopeptide bond in Wikipedia].
For more, please see [http://en.wikipedia.org/wiki/Isopeptide_bond Isopeptide bond in Wikipedia].
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==Frequency==
==Frequency==


A search for ''isopeptide bond'' in the keywords records at the [[PDB]] returns about 200 hits (April, 2021). This suggests that approximately one model per thousand in the [[PDB]] contains isopeptide bonds. However, not all entries containing the term ''isopeptide'' actually have isopeptide bonds in the [[asymmetric unit]], and some entries that do have isopeptide bonds do not mention this anywhere in their PDB files.
A search for ''isopeptide bond'' in the keywords records at the [[PDB]] returns about 200 hits (April, 2021). This suggests that approximately one model per thousand in the [[PDB]] contains isopeptide bonds. However, not all entries containing the term ''isopeptide'' actually have isopeptide bonds in the [[asymmetric unit]], and some entries that do have isopeptide bonds do not contain the word "isopeptide" anywhere in their PDB files.


==PDB KEYWDS, REMARK 500, and LINK Records==
==PDB KEYWDS, REMARK 500, and LINK Records==
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===Pyroglutamate===
===Pyroglutamate===


[[Image:2are-gln1-chain-A.png|right|200px]]
[[Image:2are-gln1-chain-A-225px.png|right|frame|Pyroglutamate with electron density map]]
N-terminal Glu or Gln can cyclize, forming an internal lactam (isopeptide) bond. See [https://en.wikipedia.org/wiki/Pyroglutamic_acid Pyroglutamic acid in Wikipedia]. Examples with convincing electron densities include [[1s1a]] and [[2are]].
N-terminal Glu or Gln can cyclize, forming an internal lactam (isopeptide) bond. See [http://en.wikipedia.org/wiki/Pyroglutamic_acid Pyroglutamic acid in Wikipedia]. Examples with convincing electron densities include [[1s1a]] (PCA1) and [[2are]] (Gln1). Element color key:
{{Template:ColorKey_Element_C}}
{{Template:ColorKey_Element_O}}
{{Template:ColorKey_Element_N}}.


==Visualization==
==Detection and Visualization==


Version 3.5 of [[FirstGlance in Jmol]] (not yet released in May, 2021) alerts you to isopeptide binds, and provides links to visualize each one conveniently. Use the links above under ''Examples'' to go to a Proteopedia page titled with a [[PDB code]]. There, click on "FirstGlance". In FirstGlance, click on "Show more details" in the
[[FirstGlance in Jmol]] alerts you to isopeptide bonds when present, and provides convenient links to that zoom and and display each one in detail. Viewing the [[electron density map]] is just one more click. Use the links above under ''Examples'' to go to a Proteopedia page titled with a 4-character [[PDB code]]. There, click on "FirstGlance". In FirstGlance, click on the Tools tab, and there, on "Protein Crosslinks". See the practical guide [[FirstGlance/Evaluating Protein Crosslinks]].
[http://firstglance.jmol.org/where.htm#mit Molecule Information Tab]. Look for "Isopeptide bonds" in the
[http://firstglance.jmol.org/where.htm#mit Molecule Information Tab].


==Other Types of Protein Crosslinks==
==Other Types of Protein Crosslinks==

Proteopedia Page Contributors and Editors (what is this?)Proteopedia Page Contributors and Editors (what is this?)

Eric Martz, Joel L. Sussman