Hudson, Robert H. E. published the artcileOn the Necessity of Nucleobase Protection for 2-Thiouracil for Fmoc-Based Pseudo-Complementary Peptide Nucleic Acid Oligomer Synthesis, Application of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, the publication is Journal of Organic Chemistry (2019), 84(21), 13252-13261, database is CAplus and MEDLINE.
A selection of benzyl-based protecting groups for thiouracil (SU) for use in in pseudo-complementary peptide nucleic acid (PNA) have been evaluated. The 4-methoxybenzyl protecting group that has found use for SU during Boc-based (Boc = tert-butoxycarbonyl) oligomerization is also suitable for Fmoc-based (Fmoc = 9-fluorenylmethoxycarbonyl) oligomerization. Furthermore, it is demonstrated that SU protection is unnecessary for the successful synthesis of thiouracil-containing PNA. The rate of acidolysis of the 4-methoxybenzyl protecting group is compared to the recently reported 2-methyl-4-methoxybenzyl group and to the hyper labile the 2,4-dimethoxybenzyl group as well as the surprisingly resistant 2-methoxybenzyl group. The 2-thiothymine (ST) PNA monomer has also been prepared and incorporated into an oligomer. In the sequence context examined, the ST insert resulted in a mild destabilization (ΔTm = -1.0/insert) relative to T, whereas SU had a slight stabilizing effect (ΔTm = +0.3/insert).
Journal of Organic Chemistry published new progress about 186046-81-1. 186046-81-1 belongs to pyrimidines, auxiliary class Pyrimidine,Carboxylic acid,Amine,Benzene,Amide,Others,PNA,, name is 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid, and the molecular formula is C39H35N5O8, Application of 2-(N-(2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-(4-(((benzhydryloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetamido)acetic acid.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia