Hybrid biofunctional nanostructures as stimuli-responsive catalytic systems

• Gernot U. Marten,
• Thorsten Gelbrich and
• Annette M. Schmidt

Beilstein J. Org. Chem. 2010, 6, 922–931, doi:10.3762/bjoc.6.98

• ) (Aldrich, 98%), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) (ABCR, 98%), N-hydroxy succinimide (NHS, Fluka), iron(III) chloride hexahydrate, iron(II) chloride tetrahydrate (Fluka, 98%), ninhydrin (Riedel-de-Haen), oligo(ethylene glycol) methylether methacrylate (OEGMA, Aldrich, Mn

• active ester functions that may have hydrolyzed during storage, 6 mL of 2.21 μM EDC/NHS solution was added. The binding reaction was carried out for 6 h at ambient temperature on a shaker. The obtained trypsin functionalized particles were separated and washed carefully with water to remove any residues

Synthesis of 5-(6-hydroxy-7H-purine-8-ylthio)- 2-(N-hydroxyformamido)pentanoic acid

• Yanmei Zhang,
• Greg Elliot,
• Adrian Saldanha,
• Igor Tsigelny,
• Dennis Carson and
• Wolf Wrasidlo

Beilstein J. Org. Chem. 2010, 6, 742–747, doi:10.3762/bjoc.6.93

• , was added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 475.0 mg, 2.48 mmol) followed by DMAP (302.0 mg, 2.48 mmol). After stirring at 0 °C for 30 min, benzyl alcohol (402.0 mg, 3.72 mmol) was added. The reaction mixture was stirred at 0 °C for 1 h, then warmed to room temperature

Synthesis and enzymatic evaluation of 2- and 4-aminothiazole- based inhibitors of neuronal nitric oxide synthase

• Graham R. Lawton,
• Haitao Ji,
• Pavel Martásek,
• Linda J. Roman and
• Richard B. Silverman

Beilstein J. Org. Chem. 2009, 5, No. 28, doi:10.3762/bjoc.5.28

• (2.5 equiv), DMAP, THF, rt, 16 h; viii) TBAF, THF, rt 16 h; ix) PPh3, DIAD, phthalimide, THF, rt, 16 h; x) H2NNH2 (aq), MeOH, rt, 16 h, then 2N HCl, rt, 30 min. Synthesis of compound 3. i) 4-chlorobenzylchloride, EtOH, reflux, 4 h; ii) Boc2O, TEA, MeOH, 3 h; iii) 1 N NaOH, MeOH, rt, 4 h; iv) EDC, HOBt

Synthesis of rigidified flavin–guanidinium ion conjugates and investigation of their photocatalytic properties

• Harald Schmaderer,
• Mouchumi Bhuyan and
• Burkhard König

Beilstein J. Org. Chem. 2009, 5, No. 26, doi:10.3762/bjoc.5.26

• -dihydrobenzo[g]pteridin-10(2H)-yl]ethyl}-3-azabicyclo[3.3.1]nonane-7-carboxamide; Flavin-Boc-guanidin 7 To a solution of HOBt·H2O (89 mg, 580 μmol), EDC (90 mg, 580 μmol) and DIPEA (171 μL, 970 μmol) in CH2Cl2 (6.5 mL) were added compound 6 (252 mg, 480 μmol) and mono Boc-protected guanidine (86 mg, 530 μmol

• -7-carboxamide; Flavin-Boc-guanidin 10 To a solution of HOBt·H2O (226 mg, 1.67 mmol), EDC (226 mg, 1.45 mmol) and DIPEA (498 μL, 970 μmol) in CHCl3 (10 mL) was added compound 9 (548 mg, 969 μmol) and mono Boc-protected guanidine (231 mg, 1.45 mmol) at 0 °C. The mixture was stirred at room temperature

• ). Structure of compound 1 in the solid state. Calculated lowest energy conformation of 1 in the gas phase (AM1, Spartan program package). Flavin–guanidinium ion conjugates 1 and 2 and tetraacetyl riboflavin (3). Synthesis of flavins 1 and 2. Conditions: (i) DMAP, H2O, Δ, 20 h, 71–78%, (ii) HOBt, EDC, NEt(iPr