100 likes | 568 Views
CH 3 CH a. Ala. Peptide example. A cyclic peptide was synthesized from 2 Glycine units and 3 Alanine units. Gly-CH 2 a. Ala-CH 3. CH a. NH. Proton NMR: Cyclic pentapeptide. CH 3 CH a - NH d. CH 2 a - NH t. d. d. d. t. t. Ala-CH 3. Carbon-13 . CH a. C=O. Ala-CH 3. CH a. NH.
E N D
CH3CHa Ala Peptide example A cyclic peptide was synthesized from 2 Glycine units and 3 Alanine units Gly-CH2a
Ala-CH3 CHa NH Proton NMR: Cyclic pentapeptide CH3CHa-NHd CH2a-NHt d d d t t
Ala-CH3 Carbon-13 CHa C=O
Ala-CH3 CHa NH TOCSY: 100 msec Mixing
TOCSY Expansion 2-Gly-CH2a Gly-1 NH Gly-2 3Ala-Me
Ala-2 Ala-1 Ala-3 TOCSY Me Expansion 3Ala-Me
Ala-2 Ala-1 Ala-3 TOCSY Expansion 2-Gly-CH2a Gly-1 NH Gly-2 3Ala-Me
Ala-1/3 Ala-2 Gly2-A Gly2-B Gly1 Ala-2 Gly2 Ala-1 Ala-3 Gly2 ROESY: 100 msec mixing Gly1-CH2a Ala1 – Gly1 NH Ala-2 – Ala3 Ala-1/3?
Ala-1/3 Gly2 Ala1 – Gly1 Gly2 Ala-2 – Ala3 Ala-3 Ala-1 Ala-3 Ala-2 Ala-2 Ala-2 Ala-1 Ala-2 Gly1 HSQC- TOCSY Gly1 Gly2
Ala- 1/3 Gly2 3 2 Gly1 2 Me:Ala 1 HMBC C=O ** Gly1 Gly2 Ala1 –Gly1 * @**@ @Gly2 Ala-2 Ala3 Ala1 Ala3 Ala2 @ @ 23