Mus Hs 750/3 - No. 1

[Carl Oestreich]

Bicyclo[3.2.1]amide-DNA: a chiral, non-chiroselective base-pairing system

The design, synthesis and base-pairing properties of bicyclo[3.2.1]amide-(bca)DNA, a novel phosphodiester based DNA analogue, is reported. This analogue consists of a conformationally constrained backbone entity which emulates a B-DNA geometry, to which the nucleobases were attached via an extended, acyclic amide linker. Homobasic adenine-containing bca-decamers form duplexes with complementary oligonucleotides containing the bca-, the DNA the RNA and, surprisingly, also the L-RNA backbone. UV- and CD-spectroscopic investigations revealed the duplexes with D- or L-complement to be of similar stability and enantiomorphic in structure. Bca-oligonucleotides containing all four bases form strictly antiparallel, left-handed complementary duplexes with itself and complementary DNA but not with RNA. Base-mismatch discrimination is comparable to that of DNA while the overall thermal stabilities of bca-oligonucleotide duplexes are inferior relative to that of DNA or RNA. A detailed molecular modeling study of left- and right-handed bca-DNA containing duplexes showed only minor changes in the backbone structure and revealed a structural switch around the base-linker unit to be responsible for the generation of enantiomorphic duplex structures. The obtained data are discussed with respect to the structural and energetic role of the ribofuranose entities in DNA and RNA association

Reactions of CF3-enones with arenes under superelectrophilic activation: a pathway to trans-1,3-diaryl-1-CF3-indanes, new cannabinoid receptor ligands

4-Aryl-1,1,1-trifluorobut-3-en-2-ones ArCH[double bond, length as m-dash]CHCOCF3 (CF3-enones) react with arenes in excess of Brønsted superacids (TfOH, FSO3H) to give, stereoselectively, trans-1,3-diaryl-1-trifluoromethyl indanes in 35-85% yields. The reaction intermediates, the O-protonated ArCH[double bond, length as m-dash]CHC(OH(+))CF3 and the O,C-diprotonated ArHC(+)CH2C(OH(+))CF3 species, have been studied by means of (1)H, (13)C, (19)F NMR, and DFT calculations. Both types of the cations may participate in the reaction, depending on their electrophilicity and electron-donating properties of the arenes. The formation of CF3-indanes is a result of cascade reaction of protonated CF3-enones to form chemo-, regio- and stereoselectively three new C-C bonds. The obtained trans-1,3-diaryl-1-trifluoromethyl indanes were investigated as potential ligands for cannabinoid receptors CB1 and CB2 types. The most potent compound showed sub-micromolar affinity for both receptor subtypes with a 6-fold selectivity toward the CB2 receptor with no appreciable cytotoxicity toward SHSY5Y cells.

Fragm. lat. III 6 - Notula ad Compilationem III iuris canonici (Comp. III 1.3.7/1.4.1)

Trägerband: Ms. Barth. 28; Vorbesitzer: Bartholomaeusstift Frankfurt am Main

Na 1 Nachlass Max Horkheimer, 543 - Korrespondenzen u.a. mit Leo Löwenthal und Henryk Grossmann (p. VI 17, 1 - 156)

106 Briefe zwischen Max Horkheimer und Leo Löwenthal; 5 Briefe zwischen Paul Massing und Max Horkheimer, 1944; 1 Brief von Max Horkheimer an Philip Klein, 24.07.1944; 1 Brief von Max Horkheimer an Gerhard H. Seger, 22.07.1944; 1 Brief von Frederick Pollock an Elliot Cohen, 23.06.1944; 1 Brief von Frederick Pollock an Henryk Grossman, 21.04.1944; 1 Brief von Max Horkheimer an Henryk Grossman, 03.07.1944; 2 Briefe zwischen Frederick Pollock und Leo Löwenthal, April u. September 1944; 1 Brief von Leo Löwenthal an H. Schickel, 07.04.1944; 2 Briefe von der Biographical Encyclopedia of the World (New York) an Max Horkheimer, 1944; 1 Brief von dem Office of War Information (Washington D.C.) an Leo Löwenthal, 17.01.1944;

Fragm. lat. II 56 - Digesta (D. 50, 17, 1-5; De regulis iuris), mit Kommentar

Trägerband: "Aus ms. 60", vermutlich Ms. Barth. 60; Vorbesitzer: Bartholomaeusstift Frankfurt am Main

{[N.N.], Szenenfoto, Doppelbildnis, in: Richard Wagner: Die Meistersinger von Nürnberg, 3. Akt, 1. Szene, Frankfurt a. M.: Opernhaus

Signatur des Originals: S 36/F12000