Fluorescent protective groups

The 9-anthracene acetal was developed as a fluorescent protective group to facilitate purification and reaction monitoring on solid supports. These acetals are also very crystalline. ... 

This substantial group was developed as a fluorescent, acid-labile protective group for oligonucleotide synthesis. It has properties very similar to those of the DMTr group except that it can be detected down to 10 M on TLC plates with 360-nm ultraviolet light. 

The Dnseoc group was developed as a base-labile protective group for the 5 -hydroxyl in oligonucleotide synthesis. It is cleaved with DBU in aprotic solvents. The condensation of oligonucleotide synthesis can be monitored by UV detection at 350 nm or by fluorescence at 530 nm of the liberated vinylsulfone. ... 

Piloto AM, Rovira D, Costa SPG, Gonfalves MST (2006) Oxobenzo[/]benzopyrans as new fluorescent photolabile protecting groups for the carboxylic function. Tetrahedron 62 ... 

Fernandes MJG, Gonfalves MST, Costa SPG (2008) Comparative study of polyaromatic and polyheteroaromatic fluorescent photocleavable protecting groups. Tetrahedron 64 ... 

SAMSA-fluorescein, 5- [2(and 3)-5-(acetylmercapto)-succinoyl]amino fluorescein, is a fluorescent probe containing a protected sulfhydryl group. In its protected state, the compound is unre-active. The acetyl-protecting group can be removed by treatment with dilute NaOH at pH 10.0 (Figure 9.9). The resulting free sulfhydryl derivative can be used to label thiol-reactive crosslinkers or to couple with sulfhydryl residues on proteins and other molecules. After activating... 

Aloc-protecting group strategy. Utilizing this pathway a number of N-Ras derivatives containing natural and non-natural lipid residues were produced and the technique was extended also allowing the synthesis of fluorescent derivatives. 

This group was developed as a fluorescent silyl protective group for oligonucleotide synthesis. It has excitation and emission wavelengths of 346 nm and 390 nm, respectively, which are outside the range of the DNA-damaging wavelength of 254-260 nm. It is prepared from the in situ prepared silyl chloride. It is stable to 0.01 M HCl and 30% ammonia. It is cleaved with 0.1 M TBAF in 3 min at rt. ... 

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