119463-06-8Relevant academic research and scientific papers
Cyclizing pentapeptides: Mechanism and application of dehydrophenylalanine as a traceless turn-inducer
Le, Diane N.,Riedel, Jan,Kozlyuk, Natalia,Martin, Rachel W.,Dong, Vy M.
, p. 114 - 117 (2017)
Dehydrophenylalanine is used as a traceless turn-inducer in the total synthesis of dichotomin E. Macrocyclization of the monomer is achieved in high yields and selectivity over cyclodimerization under conditions 100 times more concentrated than previously achieved. The enamide facilitates ring closing, and Rh-catalyzed hydrogenation of the unsaturated cyclic peptide results in selective formation of the natural product or its epimer, depending on our choice of phosphine ligand. NMR analysis and molecular modeling revealed that the linear peptide adopts a left-handed α-turn that preorganizes the N- and C-termini toward macrocyclization.
Ligations from tyrosine isopeptides via 12- to 19-membered cyclic transition states
Popov, Vadim,Panda, Siva S.,Katritzky, Alan R.
, p. 7455 - 7461 (2013/09/02)
Efficient syntheses of O-acyl Tyr-peptides allow chemical long-range ligation (O-acyl to N-acyl transfer) via each of 12- to 19-membered cyclic transition states. The results represent the first examples of successful isopeptide ligations starting from O-
Synthesis and biological evaluation of analogue of delavayin-C: A cyclic heptapeptide
Shinde, Nirmala V.,Himaja,Bhosale,Wagh
, p. 996 - 1000 (2012/04/10)
The synthesis of N-methylated analogue of delavayin-C, a cyclic heptapeptide was carried out by using solution phase technique. The structure of this compound was confirmed on the basis of analytical IR, 1H NMR and FAB MASS spectral data. The e
Water-soluble tripeptide Aβ (9-11) forms amyloid-like fibrils and exhibits neurotoxicity
Naskar, Jishu,Drew, Michael G. B.,Deb, Ishani,Das, Sumantra,Banerjee, Arindam
supporting information; experimental part, p. 2625 - 2628 (2009/05/30)
(Chemical Equation Presented) A water-soluble, hydrophilic tripeptide GYE, having sequence identity with the N-terminal segment of amyloid peptides Aβ(9-11), upon self-association exhibits amyloid-like fibrils and significant neurotoxicity towards the Neu
