Special Topics: Proteins/Carbs and Sugars

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Last updated 5:16 PM on 6/7/26
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7 Terms

1
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Peptide Synthesis

  1. add together two AA with DCC to make dipeptide

  2. deprotect: remove amine protecting group (Boc) with TFA to make free amine that can react

  3. add next AA and DCC (coupling)

  4. repeat and stop when desired

<ol><li><p>add together two AA with DCC to make dipeptide</p></li><li><p>deprotect: remove amine protecting group (Boc) with TFA to make free amine that can react</p></li><li><p>add next AA and DCC (coupling)</p></li><li><p>repeat and stop when desired</p></li></ol><p></p>
2
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Free sugars ring opening/closing

  • alpha sugar: hydroxy group is in opposite face as the furthest stereocenter

  • beta sugar: hydroxyl group is on the same face as the furthest stereocenter

<ul><li><p>alpha sugar: hydroxy group is in opposite face as the furthest stereocenter</p></li><li><p>beta sugar: hydroxyl group is on the same face as the furthest stereocenter</p></li></ul><p></p>
3
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alpha vs beta glycosidic link (another view)

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4
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linear aldehyde to cyclic hemiacetal MECHANISM

  • makes glucose

<ul><li><p>makes glucose</p></li></ul><p></p>
5
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MeOH + pTsOH RXN with hemiacetal

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6
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MeOH + pTsOH MECHANISM with hemiacetal

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7
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Joining two sugars RXN

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