Organophosphorus and Nitro‐Substituted Sulfonate Esters of 1‐Hydroxy‐7‐azabenzotriazole as Highly Efficient Fast‐Acting Peptide Coupling Reagents.

Carpino, Louis A.; Xia, Jusong; Zhang, Chongwu; El‐Faham, Ayman

doi:10.1002/chin.200417192

Cited by 2 publications

(3 citation statements)

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“…The resulting red solution was treated with diisopropylethylamine (DIPEA) (1.35 g, 10.5 mmol) followed by portion-wise addition of N -[(dimethylamino)-1 H -1,2,3-triazolo[4,5- b ]pyridinylmethylene)- N -methylmethanaminium hexafluorophosphate N -oxide] (HATU; 3.99 g, 10.5 mmol; Figure ). HATU is an efficient, fast, and specific activating agent for amine-based molecular coupling . The reaction mixture was stirred for 8 h. The solvent was removed under reduced pressure, and the product was purified by flash column chromatography over silica gel using 35% ethyl acetate/hexane to 50% ethyl acetate/hexane to yield 1.85 g of MR-APTES as a red solid (56% yield).…”

Section: Methodsmentioning

confidence: 99%

“…HATU is an efficient, fast, and specific activating agent for amine-based molecular coupling. 26 The reaction mixture was stirred for 8 h. The solvent was removed under reduced pressure, and the product was purified by flash column chromatography over silica gel using 35% ethyl acetate/hexane to 50% ethyl acetate/hexane to yield 1.85 g of MR-APTES as a red solid (56% yield). We used MedChem LLP for recurring synthesis of MR-APTES (www.medchemsource.…”

Section: ■ Introductionmentioning

confidence: 99%

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Nanomechanical Actuation of a Silicon Cantilever Using an Azo Dye, Self-Assembled Monolayer

et al. 2013

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The emerging fields of nanomotors and optomechanics are based on the harnessing of light to generate force. However, our ability to detect small surface stresses is limited by temperature drift, environmental noise, and low-frequency flicker electronic noise. To address these limitations, we functionalized microfabricated silicon cantilevers with an azo dye, silane-based self-assembled monolayer and modulated the surface stress by exciting the optical switch with a 405-nm laser. Atomic force microscopy, contact angle analysis, ellipsometry, and X-ray photoelectron spectroscopy verified successful assembly of molecules on the cantilever. Ultraviolet and visible spectra demonstrate optical switching of the synthesized molecule in solution. By turning the laser on and off at a specific rate (e.g., 1 Hz), the cantilever deflection can be measured via Fourier techniques, thus separating the signal of interest from the noise. This technique empowers the design of highly sensitive surface stress measurements.

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Section: Methodsmentioning

confidence: 99%

Section: ■ Introductionmentioning

confidence: 99%

Nanomechanical Actuation of a Silicon Cantilever Using an Azo Dye, Self-Assembled Monolayer

et al. 2013

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“…These heterocyclic compounds have been studied as anaesthetic [1], anti-inflammatory [2], anticancer [3,4], and antitumoral [5,6] agents. In organic synthesis, triazinones are used as an activating moiety in coupling agents for the preparation of peptides and amino acids [7][8][9]. As a result of their biological and synthetic importance, there is still interest in the development of methods for the synthesis of compounds which contain the 1,2,3-triazinone moiety.…”

Section: Introductionmentioning

confidence: 99%