User:Stephen Mills/Peptide tutorial 1: Difference between revisions

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== Biochemistry Tutorial #1 - Peptides ==
== Biochemistry Tutorial #1 - Peptides Pt. 1==


The alpha amino acids polymerize, or bond, through the elimination of a water molecule. Polymers composed of two amino acid residues are known as dipeptides. Longer polymers are called oligopeptides (up to around 20 amino acids) or polypeptides (> 20 amino acids). Proteins can contain any number of amino acids linked together but each has a unique length (number of amino acids) and sequence (the identity and order of amino acids in the polymer).
The alpha amino acids polymerize, or bond, through the elimination of a water molecule. Polymers composed of two amino acid residues are known as dipeptides. Longer polymers are called oligopeptides (up to around 20 amino acids) or polypeptides (> 20 amino acids). Proteins can contain any number of amino acids linked together but each has a unique length (number of amino acids) and sequence (the identity and order of amino acids in the polymer).


In this excercise, you will identify amino acids, the amino and carboxy groups involved in the peptide bond, look at peptide bonds and oligopeptide structure and finally also examine disulfide bonds.  
In this excercise, you will identify amino acids, the amino and carboxy groups involved in the peptide bond, look at peptide bonds and oligopeptide structure and finally also examine disulfide bonds.


==Which amino acid is this?==
==Which amino acid is this?==
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Scroll down when you know what it is.
Scroll down when you know what it is.


You can rotate the amino acid by holding down the right mouse button and dragging.




''Note: in these tutorials, the images are 3D interactive images. You can manipulate them as you wish to get a better view of the molecules.''




You can rotate the amino acid by holding down the right mouse button and dragging.


Other things you can do:
::To rotate: left drag
::To Zoom: scroll button or shift + left drag
::To Translate: ctrl + right drag
::Right click to bring up an options menu


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=  =
=  =
<Structure load='Arginine.pdb' size='300' frame='true' align='left' caption='' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Arginine/3' />
<Structure load='Arginine.pdb' size='300' frame='true' align='left' caption='' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Arginine/3' name='Arg_labels'/>




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Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argininelabels/1'>here</scene> to see the N and C groups labelled.
<scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argininelabels/1' target='Arg_labels'>Click here to see the N and C groups labelled.</scene>




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== ==
== ==
<Structure load='Arginine.pdb' size='300' frame='true' align='left' caption=' ' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosine/1' />
<Structure load='Tyrosine.pdb' size='300' frame='true' align='left' caption=' ' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosine/1' />




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Scroll down to get the answer
Scroll down to get the answer
 
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=  =
=  =
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<Structure load='Arginine.pdb' size='300' frame='true' align='left' caption=' ' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosine/1' />
<Structure load='Tyrosine.pdb' size='300' frame='true' align='left' caption=' ' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosine/1' name='Tyr_labels'/>


This is Tyrosine (Tyr, Y), an aromatic amino acid
This is Tyrosine (Tyr, Y), an aromatic amino acid
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Again, identify the amino and carboxy groups involved in peptide bond formation.
Again, identify the amino and carboxy groups involved in peptide bond formation.


Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosinelabels/1'>here</scene> to have the N and C groups labeled.
<scene name='User:Stephen_Mills/Peptide_tutorial_1/Tyrosinelabels/1' target='Tyr_labels'>Click here to have the N and C groups labeled.</scene>
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 


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<Structure load='Arginine.pdb' size='300' frame='true' align='left' caption='Arginine' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Arginine/3' />
<Structure load='Arginine.pdb' size='300' frame='true' align='left' caption='Arginine' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Arginine/3' name='Arg_alpha'/>


Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argininealpha/2'>here</scene> to label the α-carbon on Arginine
<scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argininealpha/2' target='Arg_alpha'>Click here</scene> to label the α-carbon on Arginine.


<Structure load='Tyrosine.pdb' size='300' frame='true' align='right' caption='Tyrosine' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosine/1' />
<Structure load='Tyrosine.pdb' size='300' frame='true' align='right' caption='Tyrosine' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosine/1' name='Tyr_alpha'/>


<scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosinealpha/2' target='Tyr_alpha'>Click here</scene> to label the α-carbon on Tyrosine.


Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Tyrosinealpha/2'>here</scene> to label the α-carbon on Tyrosine
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==Dipeptides==


Identify the main chain groups and side chains of this dipeptide.


Distinguish which end is the amino terminus and which amino acid is at the carboxyl terminus?


Which amino acid is at the N terminus? Which is at the C terminus?


<Structure load='ArgTyr.pdb' size='500' frame='true' align='left' caption='' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyr/1' name='ArgTyr'/>




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<scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyrtermini/1' target='ArgTyr'>Click here to label the N and C termini.</scene>






<scene name='User:Stephen_Mills/Peptide_tutorial_1/Argtyraalabels/2' target='ArgTyr'>Click here to label the two amino acids.</scene>






Scroll down for more.




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<Structure load='ArgTyr.pdb' size='500' frame='true' align='left' caption='' scene='User:Stephen_Mills/Peptide_tutorial_1/Argtyraalabels/2' name='ArgTyrAmide'/>




Notice that the Arginine is on the amino terminal end and the Tyrosine is on the carboxy terminal end.


The short way to name this dipeptide is: <big>'''Arg-Tyr'''</big> or <big>'''RY'''</big>


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Identify the atoms involved in the peptide bond between Tyrosine and Arginine






<scene name='User:Stephen_Mills/Peptide_tutorial_1/Argtyramide/3' target='ArgTyrAmide'>Click here to change the color of those atoms to purple.</scene>




==Dipeptides==
Peptide bonds almost always assume the trans conformation: that in which successive alpha carbon atoms are on opposite sides of the peptide (C-N) bond joining them. <scene name='User:Stephen_Mills/Peptide_tutorial_1/Argtyrtransamide/3' target='ArgTyrAmide'>Click here to show this trans bond.</scene> The exception are peptide bonds involving proline (when P is on the C-terminal side of the bond) - these can be trans or cis.
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Identify the main chain groups and side chains of this dipeptide.
==Backbone Atoms==


Distinguish which end is the amino terminus and which amino acid is at the carboxyl terminus?
<Structure load='ArgTyr.pdb' size='500' frame='true' align='left' caption='' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyr/1' name='ArgTyrBackbone'/>


Which amino acid is at the N terminus? Which is at the C terminus?
<Structure load='ArgTyr.pdb' size='500' frame='true' align='left' caption='' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyr/1' />
Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyrtermini/1'>here</scene> to label the N and C termini.
Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyraalabels/1'>here</scene> to label the two amino acids.


If the R groups (side chains) of the amino acids are no longer displayed, then you will be looking at the backbone of the dipeptide. <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyrbackbone/1' target='ArgTyrBackbone'>Click here to turn off the side chains.</scene>


Scroll down for more.
This dipeptide has a completely extended conformation.








Rotate the molecule and you should notice how planar the peptide bond is.




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<Structure load='ArgTyr.pdb' size='500' frame='true' align='left' caption='' scene='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyr/1' />




Notice that the Arginine is on the amino terminal end and the Tyrosine is on the carboxy terminal end.  
[[User:Stephen Mills/Peptide tutorial_2|Click here to go on to the next part of this tutorial.]]
 
The short way to name this dipeptide is: <big>'''Arg-Tyr'''</big> or <big>'''RY'''</big>
 
 
Identify the atoms involved in the peptide bond between Tyrosine and Arginine


Click <scene name='User:Stephen_Mills/Sandbox_2_Peptide_tutorial/Argtyramide/1'>here</scene> to change the color of those atoms to white.
[[User:Stephen_Mills/Biochemistry_Tutorials|Click here to go back to the main Tutorial page.]]