A structure for the octapeptide is to be proposed from the following observations. a) It shows the composition Asp, Gly2, Leu, Phe, Pro2, Val on amino acid analysis. b) Edmund analysis showed Glycine as the N-terminal group and Leucine as the C-terminal group. C) The following fragments are produced during acidic hydrolysis Val-Pro-Leu, Gly, Gly-Asp-Phe-Pro, Phe-Pro-Val. Concept introduction: The aminoacid sequence of a peptide can be arrived by arranging the fragments produced during hydrolysis in a line one below the other such that N-terminal amino acid is at the left and C-terminal acid at the right and identifying the overlapping amino acids. To propose: A structure for the octapeptide which shows the reactions given.

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• Part II. a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below: • IR spectra % TRANSMITTANCE 1002.5 90 80 70 60 50 40 30 20 10 0 4000 3600 3200 2800 2400 2000 1800 1600 • Information from 'HAMR MICRONS 8 9 10 11 14 15 16 19 25 1400 WAVENUMBERS (CM-1) 1200 1000 800 600 400 peak 8 ppm Integration multiplicity a 2.1 1.5 (3H) Singlet b 3.6 1 (2H) singlet с 3.8 1.5 (3H) Singlet d 6.8 1(2H) doublet 7.1 1(2H) doublet Information from 13C-nmR Normal carbon 29ppm Dept 135 Dept -90 + NO peak NO peak 50 ppm 55 ppm + NO peak 114 ppm t 126 ppm No peak NO peak 130 ppm t + 159 ppm No peak NO peak 207 ppm по реак NO peak

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Chapter 26.SE, Problem 54AP

Interpretation Introduction

Interpretation:

A structure for the octapeptide is to be proposed from the following observations. a) It shows the composition Asp, Gly2, Leu, Phe, Pro2, Val on amino acid analysis. b) Edmund analysis showed Glycine as the N-terminal group and Leucine as the C-terminal group. C) The following fragments are produced during acidic hydrolysis Val-Pro-Leu, Gly, Gly-Asp-Phe-Pro, Phe-Pro-Val.

Concept introduction:

The aminoacid sequence of a peptide can be arrived by arranging the fragments produced during hydrolysis in a line one below the other such that N-terminal amino acid is at the left and C-terminal acid at the right and identifying the overlapping amino acids.

To propose:

A structure for the octapeptide which shows the reactions given.

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• Part II. a) Elucidate The structure of compound c w/ molecular formula C10 11202 and the following data below: • IR spectra % TRANSMITTANCE 1002.5 90 80 70 60 50 40 30 20 10 0 4000 3600 3200 2800 2400 2000 1800 1600 • Information from 'HAMR MICRONS 8 9 10 11 14 15 16 19 25 1400 WAVENUMBERS (CM-1) 1200 1000 800 600 400 peak 8 ppm Integration multiplicity a 2.1 1.5 (3H) Singlet b 3.6 1 (2H) singlet с 3.8 1.5 (3H) Singlet d 6.8 1(2H) doublet 7.1 1(2H) doublet Information from 13C-nmR Normal carbon 29ppm Dept 135 Dept -90 + NO peak NO peak 50 ppm 55 ppm + NO peak 114 ppm t 126 ppm No peak NO peak 130 ppm t + 159 ppm No peak NO peak 207 ppm по реак NO peak

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