A peptide C was found to have a molecular mass of about 1000. Amino acid analysis of

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A peptide C was found to have a molecular mass of about 1000. Amino acid analysis of C revealed its composition to be (Ala2,Arg,Gly,Ile). The peptide was unchanged on treatment with the Edman reagent, then CF3CO2H. Treatment of C with trypsin gave a single peptide D with an amino acid analysis identical to that of C. Three cycles of the Edman degradation applied to D revealed the partial sequence Ala-Ile-Gly.

(a) Suggest a structure for peptide C and explain how you arrived at that structure.

(b) Describe what you would expect to see for the b-type fragmentation of the M + 1 ion of both peptides C and D in MS–MS.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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