Multipyrene Tandem Probes for Point Mutations Detection in DNA

Table 1

Mono- and bis-pyrene-labeled oligo(2′-O-methylribonucleotides).

𝑁^a	Structure	Yield^b	Φ𝐹	Calculated (M)^c	Found (M)^d
Ia	5′-PyrpG^mA^mG^mC^mC^mG^mA^mU^mU^mU^mC^mA^mU^mC^mA^m𝟑′-𝟑′T	67	7.6	5543.71	5542.42
IIa	5′-PyrpC^mC^mG^mA^mU^mU^mU^mC^mA^mU^mC^mA^mU^mC^m𝟑′-𝟑′T	51	0.4	5121.42	5122.47
IIIa	5′-G^mA^mA^mG^mG^mA^mG^mA^mA^mG^mG^mU^mG^mU^mC^mU^mG^mC^mG^mG^mpPyr	29	16.9	7138.77	7138.60
IVa	5′-G^mG^mA^mG^mA^mA^mG^mG^mU^mG^mU^mC^mU^mG^mC^mG^mG^mG^mA^mG^mpPyr	23	16.7	7154.77	7155.50
Ib	5′-(Pyr) 2pG^mA^mG^mC^mC^mG^mA^mU^mU^mU^mC^mA^mU^mC^mA^m𝟑′-𝟑′T	81	4.8	5756.99	5756.23
IIb	5′-(Pyr) 2pC^mC^mG^mA^mU^mU^mU^mC^mA^mU^mC^mA^mU^mC^m𝟑′-𝟑′T	65	14.4	5334.69	5337.87
IIIb	5′-G^mA^mA^mG^mG^mA^mG^mA^mA^mG^mG^mU^mG^mU^mC^mU^mG^mC^mG^mG^mp(Pyr) 2	34	17.1	7352.05	7352.20
IVb	5′-G^mG^mA^mG^mA^mA^mG^mG^mU^mG^mU^mC^mU^mG^mC^mG^mG^mG^mA^mG^mp(Pyr) 2	22	23.8	7368.05	7369.40

aIndexes a and b designate monopyrene and bis-pyrene derivatives of 5′- and 3′-phosphorylated oligo(2′-O-methylribonucleotides) I, II, III, and IV. ^bYield at the stage of pyrene coupling. ^cCalculated molecular mass of fully protonated form. ^dMolecular mass found by MALDI TOF MS analysis. N^m: 2′-O-methyl-ribonucleotide; p: terminal phosphate; Pyr: pyrenylmethylamine residue; 𝟑^′-𝟑^′T: 3′-“inverted” thymidine.