Define chemoenzymatic synthesis

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Reference no: EM131737953

Assignment -

1) Find a literature example of both:

a) a Glycosyl transferases

b) a glycosylases

That includes a mechanism. Draw and explain the step of the reaction.

2) Provide an example of a competitive reversible and an irreversible inhibitor of either class of carbohydrate enzyme.

Howe does the inhibitor work? Provide mechanistic details.

3) Provide the mechanism of a Swern oxidation.

4) Form β-glucose pentaacetate:

393_figure.png

Provide a synthesis of this sugar-like molecule.

1446_figure1.png

5) a) Define chemoenzymatic  synthesis.

b) Provide an example from the literature showing the starting material for the whole synthesis, the particular step using a chemoenzymatic approach, and then final product.

c) Why did they use a chemoenzymatic step?

6) Draw all 20 canonical amino acids, and label them. Be aware of Stereochemistry.

Draw 3 additional biologically common amino acids, and name them.

7) Provide protected amino acids (side chain) appropriate for a) Boc  and b) Fmoc solid -phase synthesis for all 20 AAs. (Note some of the side chains of courses don't  need protection). The link in the eniol should help. Note: you should draw out the full structure. Abbreviations are only helpful if you know what they mean.

8) Show deportation conditions + mechanism for the following common side chains:

  • (For) (Used for Trp)
  • (cyHx) (Used for Glu, Asp)
  • (Xan) (Used for Asn) ← Note: why do we protect Asn but not Glu in Boc synthesis?

Use For lots

  • (ODMAB) Use for Glu
  • OPFP Usefull for acids
  • PbF (Arg)
  • Dpm (Cys)

9) Here is tripeptide

Ser-Glu-His

Provide 6 different syntheses of this system.

10) Provide a mechanism for

a) CDI

b) DCC

c) HBTCl

couplings.

11) Provide am mechanism for:

451_figure2.png

12) How can you suppless racemization during synthesis Why is it a problem? (Why do we care?)

Need to see the steps of each solution.

Attachment:- Assignment File.rar

Reference no: EM131737953

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