Psoralene

Modified oligonucleotides can be used to cross-link DNA sequences via a reactive group tethered to an oligonucleotide. When irradiated with uv light, psoralens (31) reacts with thymine bases, and the reaction yields a cross-link if the thymine residues are adjacent to each other on opposite strands. Psoralen linked to oligonucleotides have been shown to induce site-specific cross-links in vitro (51). 

Rectified oils have been redistilled to improve a particular property or characteristic, such as flavor or aroma. Eor example, natural oil of peppermint is frequently rectified to remove dimethyl sulfide, which has a powerful and objectionable cooked vegetable note deleterious to the use of the oil in cmme de menthe Hqueurs. Distillation is also used to remove psoralens, which are harmful photosensitizing agents present in natural bergamot oil. Color may be removed, eg, from cassia oil, by vacuum steam distillation. A desirable component, such as 1,8-cineole (eucalyptol) 85% in eucalyptus oil, may be... 

New impetus was given to photomedicine by development of lasers that are compatible with the clinical environment. These include HeNe, Ar ion, mby, and tunable dye lasers operating in the continuous wave (cw) mode. Prior to the advent of lasers in medicine, only the treatment of newborn jaundice, and the appHcation of long wavelength uv irradiation in conjunction with adininistration (or topical appHcation) of psoralen class sensitizers to treatment of skin diseases (86), principally psoriasis, were clinically important phototherapies. 

The synthesis of the psoralen containing a methyl rather than methoxy group on the aromatic ring starts with construction... 

Khellin is a natural product closely related to the psoralens in which a chromone ring has been substituted for the cou-marin. The plant material has been used since ancient times as a folk remedy modern pharmacologic work has confirmed the bronchio-dilating and antispasmodic activity of khellin. The synthesis outlined below, it should be noted, is selected from a half-dozen or so reported within the last quarter century. 

It has been found that the compound 8-geranoxy psoralen is present in citrus oils, particu-lariy lemon and lime oils. This compound can be isolated from the oil by a process which involves primarily absorption on an adsorbent material followed by elution with a suitable solvent. 

Psoralens are naturally occurring substances, which are used for photochemotherapy, e.g. for treatment... 

Combinations of retinoids with ultraviolet A or B radiation (and other drugs). For example, RePUVA-therapy (retinoids and psoralen and UVA combination) is currently one of the most effective regimens for recalcitrant severe psoriasis. 

Tzaneva S, Seeber A, Honigsmann H, Tanew A (2002) A comparison of psoralen plus ultraviolet A... 

Amantadine, amiodarone, barbiturates, benzodiazepines, carbamazepine, chlorpromazine, fluoroquinolones, furosemide, NSAIDs, promethazine, psoralens, quinidine, simvastatin, sulfonamide antimicrobials, sulfonylureas, tetracyclines, and thiazides... 

There is a bath PUVA and an oral PUVA. Bath PUVA therapies involve soaking in a bath of psoralens liquid for 15 minutes prior to UVA treatment. Oral PUVA involves taking an oral psoralens capsule the day prior to a UVA treatment. Oral psoralens such as methoxsalen cause nausea in many patients. Other adverse effects of PUVA include photosensitivity, which necessitates the use of eye protection and UVA-blocking sunscreen for 24 hours after a PUVA treatment macular melanosis at exposed sites (PUVA lentigines) and increased risk of skin cancers, especially squamous cell carcinoma.21... 

Psoralen Cell cultures, roots, stems, leaves Caprylic acid ... 

JOC6503>, and new pyridazino-psoralens 15 were prepared via a furan ring expansion reaction <05T4805>. The reaction of 3-acetylcoumarins with alloxan followed by NH2NH2 easily produced 3-(2-oxo-2//-chromen-3-yl)-6//,8//-pyrimido[4,5-c]pyridazine-5,7-diones <05JHC1223>. Furano- and pyrano[2,3-c]pyridazines 17 and 18a,b as well as substituted quinolines were conveniently prepared from pyridazinone 16 and vinyl- and allyltriphenyl-phosphonium salts <05HAC56>. 

Psoralen, or derivatives of 9-methoxy-7H-furo[3,2-g]chromen-7-one tricyclic ring structures, are used as photoreactive groups in crosslinkers, biotinylation compounds, and nucleic acid probes. Psoralens have been used for many years as photochemotherapy agents for treatment of psoriasis and vitiligo (Smith and Barker, 2006). Psoralens react when exposed to UV light... 

Psoralens can react by two different routes upon photoactivation (Parsons, 1980 Pathak, 1984). The first route is through the well-known photoreaction mechanism that principally involves intercalation within double-stranded DNA or RNA with the formation of adducts with adjacent thymine bases. The furan-side and pyrone-side rings in psoralen both can form cycloaddition products with the 5,6-double bond of thymine to create a crosslink between two DNA strands (Reaction 57) or to a lesser extent, within double-strand regions of RNA. 

Psoralen-PEOj-Biotin has been used to label double-stranded DNA for detection using (strept)avidin reagents (Henriksen et al., 1991 Wygrecka et al., 2007). The psoralen photoreactive group provides better insertion yields than typical phenyl azide-based systems, such as the standard photobiotin probe discussed previously in this section. 

Dissolve the Psoralen-PE03-biotin reagent in DMF at a concentration of 20 mM (use a fume hood). Protect from light. 

Add a quantity of the Psoralen-PE03-biotin solution to the DNA solution to result in a final concentration of 200 pM. Mix well. 

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