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May 08, 2024, 05:02:19 pm

Author Topic: Re Peptide link  (Read 2430 times)  Share 

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hifer

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Re Peptide link
« on: November 02, 2007, 06:57:46 pm »
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Hi guys, just wondering, when they ask you to circle the peptide link, do you circle the CONH or just CON? Coz this came up in the 2002 paper Section B Q3c, where the examiner's report only circled CON instead of CONH as they do in the textbook...

Can anyone clarify this with me?

Thanks

ninwa

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Re Peptide link
« Reply #1 on: November 02, 2007, 07:02:42 pm »
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pretty sure on VCAA exams its the CONH
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bilgia

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Re Peptide link
« Reply #2 on: November 02, 2007, 07:06:47 pm »
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yep its CONH
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hifer

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Re Peptide link
« Reply #3 on: November 02, 2007, 07:15:01 pm »
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hi there, I actually tried to clarify this with my teacher and he said that the actually peptide link is between the carbon-nitrogen bond, so when u draw the full structural formula, u shld only circle the C-N bond and not the O and H?

Does anyone else know this?

ninwa

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Re Peptide link
« Reply #4 on: November 02, 2007, 07:29:46 pm »
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Collin Li

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Re Peptide link
« Reply #5 on: November 02, 2007, 07:30:18 pm »
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Quote from: "hifer"
hi there, I actually tried to clarify this with my teacher and he said that the actually peptide link is between the carbon-nitrogen bond, so when u draw the full structural formula, u shld only circle the C-N bond and not the O and H?

Does anyone else know this?


H is not important.. the C=O part must be circled though (shows that it comes from -COOH group)

hifer

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Re Peptide link
« Reply #6 on: November 02, 2007, 07:39:39 pm »
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ic, thx!

Ahmad

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Re Peptide link
« Reply #7 on: November 02, 2007, 08:29:37 pm »
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I circle CONH. Would that be considered wrong?
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ninwa

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Re Peptide link
« Reply #8 on: November 02, 2007, 08:35:11 pm »
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Quote from: "ninwa"
http://www.vcaa.vic.edu.au/vce/studies/chemistry/assessreports/2004/chemassrepex204.pdf

see the answer for question 8a


*sigh* read that :P VCAA says circle CONH
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Collin Li

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Re Peptide link
« Reply #9 on: November 03, 2007, 10:36:17 am »
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I said the H is not important. It means counting it or not is not critical.

Personally, I would though. Even though we are used to ignoring hydrogens on carbon chains, we usually never ignore the hydrogens attached to the nitrogen. The N-H is a "residue" of the -NH2 functional group (which partakes in the peptide bond formation), so it should be circled.

I think I should retract my earlier comment about H not being important though, I've convinced myself that CONH is the only answer.