Lin, Zechao published the artcileDesign, Synthesis, and Characterization of Binaphthalene Precursors as Photoactivated DNA Interstrand Cross-Linkers, Category: alcohols-buliding-blocks, the publication is Journal of Organic Chemistry (2018), 83(16), 8815-8826, database is CAplus and MEDLINE.
Most recently, alkylation via photo-generated carbocations has been identified as a novel mechanism for photo-induced DNA interstrand crosslink (ICL) formation by bifunctional aryl compounds However, most compounds showed a low efficiency for DNA crosslinking. Here, the authors have developed a series of new 1,1′-binaphthalene analogs that efficiently form DNA ICLs upon 350 nm irradiation via generated 2-naphthalenylmethyl cations. The DNA crosslinking efficiency depends on the substituents at the position-4 of the naphthalene moiety as well as the leaving groups. Compounds with NO2, Ph, H, Br, or OMe substituents led to 2-4 times higher DNA ICL yields than those with a boronate ester group. Compounds having tri-Me ammonium salt as a leaving group showed slightly better crosslinking efficiency than those with bromo as a leaving group. Some of these compounds showed a better crosslinking efficiency than that of traditional alkylating agents, such as nitrogen mustard analogs or quinone methide precursors. These highly efficient photo-activated carbocation precursors allow determination and characterization of the adducts formed between the photo-generated naphthalenyl cations and four natural nucleosides, indicating that the alkylation sites for these naphthalene analogs are dG, dA, and dC.
Journal of Organic Chemistry published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Category: alcohols-buliding-blocks.
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