Enantioselective synthesis and application of the highly fluorescent and environment-sensitive amino acid 6-(2-dimethylaminonaphthoyl) alanine (DANA).
6-(2-Dimethylaminonaphthoyl) alanine (DANA) was prepared via an enantioselective synthesis and incorporated into the S-peptide of RNase S establishing the large changes in fluorescence that can occur upon peptide-protein interaction.
Nitz
Mark
M
Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA.
Mezo
Adam R
AR
Ali
Mayssam H
MH
Imperiali
Barbara
B
D000409:Alanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D000595:Amino Acid Sequence; D005453:Fluorescence; D008969:Molecular Sequence Data; D015394:Molecular Structure; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000737:chemistry; D012260:Ribonucleases / Q000737:chemistry; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism
C471216:6-(2-dimethylaminonaphthoyl) alanine; D009281:Naphthalenes; D010455:Peptides; D012260:Ribonucleases; C022542:ribonuclease S; D000409:Alanine