N-terminal labeling of proteins by the Pictet-Spengler reaction.
The Pictet-Spengler reaction was applied to the N-terminal labeling of horse heart myoglobin. This was performed in the following two steps: (1) conversion of the N-terminal glycine residue to an alpha-keto aldehyde by a transamination reaction and (2) condensation of the resulting activated myoglobin with tryptamine analogues by the Pictet-Spengler reaction. Ultraviolet (UV)/visible (vis) absorption and circular dichroism (CD) spectral data revealed that the tertiary structure of myoglobin was not altered by the Pictet-Spengler reaction.
Sasaki
Tsubasa
T
Department of Chemistry, School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Kodama
Koichiro
K
Suzuki
Hiroaki
H
Fukuzawa
Seketsu
S
Tachibana
Kazuo
K
D000447:Aldehydes / Q000737:chemistry; D000818:Animals; D001710:Biotin / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D002942:Circular Dichroism / Q000379:methods; D006736:Horses; D008956:Models, Chemical; D008968:Molecular Conformation; D009206:Myocardium / Q000378:metabolism*; D009211:Myoglobin / Q000737:chemistry*; D017434:Protein Structure, Tertiary; D011506:Proteins / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013056:Spectrophotometry, Ultraviolet / Q000379:methods
D000447:Aldehydes; D009211:Myoglobin; D011506:Proteins; D001710:Biotin