Design and synthesis of rhodamine 110 derivative and caspase-3 substrate for enzyme and cell-based fluorescent assay.
N-Octyloxycarbonyl-R110 (1), with enhanced cell penetration and retention properties, was prepared from rhodamine 110. The tetrapeptide substrate N-Ac-DEVD-N'-octyloxycarbonyl-R110 (3) was prepared and shown to be efficiently cleaved by human recombinant caspase-3 and by apoptotic HL-60 cells. This substrate should prove useful in cell-based assays for apoptosis inducers and inhibitors.
Cai
S X
SX
Maxim Pharmaceuticals, San Diego, CA 92121, USA. scai@maxim.com
Zhang
H Z
HZ
Guastella
J
J
Drewe
J
J
Yang
W
W
Weber
E
E
D017209:Apoptosis; D053148:Caspase 3; D020169:Caspases / Q000378:metabolism*; D015195:Drug Design; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000378:metabolism*; D018922:HL-60 Cells; D006801:Humans; D008856:Microscopy, Fluorescence; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D011994:Recombinant Proteins / Q000378:metabolism; D012235:Rhodamines / Q000138:chemical synthesis* / Q000378:metabolism*; D013379:Substrate Specificity
D005456:Fluorescent Dyes; D009842:Oligopeptides; D011994:Recombinant Proteins; D012235:Rhodamines; C099158:acetyl-aspartyl-glutamyl-valyl-aspartal; C049025:rhodamine 110; C505407:CASP3 protein, human; D053148:Caspase 3; D020169:Caspases