Fluorescent labeling of peptides on solid phase.
N(alpha)-Fmoc-N(epsilon)-[(7-methoxycoumarin-4-yl)acetyl]-L-lysine (N(alpha)-Fmoc-L-Lys(Mca)-OH) 3 is conveniently prepared by benzotriazole methodology (52% over two steps). N-Acylbenzotriazoles Mca-Bt 2, N(alpha)-Fmoc-L-Lys(Mca)-Bt 4, coumarin-3-ylcarbonyl (Cc)-Bt 5, N(alpha)-Fmoc-L-Lys(Cc)-Bt 7 and N(alpha)-(Cc)-L-Lys(Fmoc)-Bt 9 enable the efficient microwave enhanced solid-phase fluorescent labeling of peptides.
Katritzky
Alan R
AR
University of Florida, Gainesville, FL 32611-7200, USA. katritzky@chem.ufl.edu
Yoshioka
Megumi
M
Narindoshvili
Tamari
T
Chung
Alfred
A
Johnson
Jodie V
JV
D019342:Acetic Acid / Q000737:chemistry; D000215:Acylation; D002264:Carboxylic Acids / Q000737:chemistry; D003374:Coumarins / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry*; D008239:Lysine / Q000737:chemistry; D010455:Peptides / Q000737:chemistry*; D013194:Staining and Labeling; D014230:Triazoles / Q000737:chemistry
D002264:Carboxylic Acids; D003374:Coumarins; D005456:Fluorescent Dyes; D010455:Peptides; D014230:Triazoles; C030123:coumarin; D008239:Lysine; D019342:Acetic Acid