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Merck

New thermolytic carbamoyl groups for the protection of nucleobases.

Organic & biomolecular chemistry (2009-02-06)
Akihiro Ohkubo, Rintaro Kasuya, Kenichi Miyata, Hirosuke Tsunoda, Kohji Seio, Mitsuo Sekine
ABSTRACT

It was found that N-arylcarbamoyl and N-(phenylsulfonyl)carbamoyl (psc) groups could be effectively introduced onto the amino groups of deoxycytidine and deoxyadenosine derivatives and could be removed thermolytically. We succeeded in synthesizing DNA probes incorporating these thermo-removable protecting groups and developed a new system for molecular switching by changing the protection- and deprotection-modes using simple heating and re-carbamoylation with isocyanates. This reversible process enabled us to control the hybridization ability of the DNA probes.

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Sigma-Aldrich
Ammonium carbamate, 99%
Supelco
Ammonium carbamate, for decomposition