Boc-D-phenylalanine
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Boc-D-phenylalanine

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Category
BOC-Amino Acids
Catalog number
BAT-002730
CAS number
18942-49-9
Molecular Formula
C14H19NO4
Molecular Weight
265.31
Boc-D-phenylalanine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
Synonyms
Boc-D-Phe-OH; (R)-2-tert-Butoxycarbonylamino-3-phenylpropionic acid
Appearance
White powder
Purity
≥ 99.9(ee)
Density
1.1356 g/cm3(rough estimate)
Melting Point
80-90 °C
Boiling Point
408.52°C (rough estimate)
Storage
Store at 2-8 °C
InChI
InChI=1S/C14H19NO4/c1-14(2,3)19-13(18)15-11(12(16)17)9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,15,18)(H,16,17)/t11-/m1/s1
InChI Key
ZYJPUMXJBDHSIF-LLVKDONJSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)C(=O)O
1. Core-shell nanostructured molecular imprinting fluorescent chemosensor for selective detection of atrazine herbicide
Renyong Liu, Guijian Guan, Suhua Wang, Zhongping Zhang Analyst. 2011 Jan 7;136(1):184-90. doi: 10.1039/c0an00447b. Epub 2010 Oct 1.
To convert the binding events on molecularly imprinted polymers (MIPs) into physically detectable signals and to extract the templates completely are the great challenges in developing MIP-based sensors. In this paper, a core-shell nanostructure was employed in constructing the MIP chemosensor for the improvements of template extraction efficiency and imprinted sites accessibility. Vinyl-substituted zinc(II) protoporphyrin (ZnPP) was used as both fluorescent reporter and functional monomer to synthesize atrazine-imprinted polymer shell at silica nanoparticle cores. The template atrazine coordinates with the Lewis acid binding site Zn of ZnPP to form a complex for the molecular imprinting polymerization. These imprinted sites are located in polymer matrix of the thin shells (~8 nm), possessing better accessibility and lower mass-transfer resistance for the target molecules. The fluorescence properties of ZnPP around the imprinted sites will vary upon rebinding of atrazine to these imprinted sites, realizing the conversion of rebinding events into detectable signals by monitoring fluorescence spectra. This MIP probe showed a limit of detection (LOD) of about 1.8 μM for atrazine detection. The core-shell nanostructured MIP method not only improves the sensitivity, but also shows high selectivity for atrazine detection when compared with the non-molecular imprinted counterparts.
2. Electrospinning of poly(vinyl alcohol) nanofibers loaded with hexadecane nanodroplets
A Arecchi, S Mannino, J Weiss J Food Sci. 2010 Aug 1;75(6):N80-8. doi: 10.1111/j.1750-3841.2010.01680.x.
The feasibility of producing poly(vinyl alcohol) (PVA) nanofibers containing fine-disperse hexadecane droplets by electrospinning a blend of hexadecane-in-water emulsions and PVA was investigated. Hexadecane oil-in-water nanoemulsions (d(10)= 181.2 +/- 0.1 nm) were mixed with PVA at pH 4.5 to yield polymer-emulsion blends containing 0.5 to 1.5 wt% oil droplets and 8-wt% PVA. The solution properties of emulsions and emulsion-PVA blends (viscosity, conductivity, surface tension) were determined. Solutions were electrospun and the morphology and thermal properties of deposited fiber mats characterized by scanning electron microscopy and differential scanning calorimetry. Fiber mats were dissolved in buffer to liberate incorporated hexadecane droplets and the buffer solutions analyzed by optical microscopy, UV-spectroscopy, and light scattering. Analysis of dry fiber mats and their solutions showed that emulsion droplets were indeed part of the electrospun fiber structures. Depending on the concentration of hexadecane in the initial emulsion-polymer blends, droplets were dispersed in the fibers as individual droplets or in form of aggregated flocs of hexadecane droplets. Nanofibers with spindle-like perturbations or nanofibers containing bead-like structures with approximately 5 times larger than the size of droplets in the original nanoemulsion were obtained. Remarkably, incorporation of hexadecane droplets in fibers did not alter size of individual droplets, that is, no coalescence occurred. The manufacture of solid matrix containing nanodroplets could be of substantial interest for manufacturers wishing to develop encapsulation system for lipophilic functional compounds such as lipid-soluble flavors, antimicrobials, antioxidants, and bioactives with tailored release kinetics. Practical Applications: The paper describes the formation of electrospun nanofibers from hydrophilic polymers that contain fine-disperse emulsion droplets. By incorporating emulsion droplets, a large variety of lipophilic ingredients can be easily loaded into the fibers' hydrophilic polymer matrix. This is of practical importance as to date the only way to include a lipophilic ingredient in a nanofibers is by dissolving the lipophilic ingredient and polymer in an organic solvent followed by electrospinning. However, use of an organic solvent is (a) not feasible if one wants to electrospin hydrophilic polymers, and (b) use of organic solvents is generally highly undesirable in the food industry. Our results should be of interest to a number of industries such as the food, pharmaceutical, chemical, and personal care industries that are generally in need of novel matrices that can serve as carrier vehicles and release functional components such as flavors, antimicrobials, antioxidants, drugs, and bioactives.
3. Synthesis of magnetic molecularly imprinted poly(ethylene-co-vinyl alcohol) nanoparticles and their uses in the extraction and sensing of target molecules in urine
Mei-Hwa Lee, James L Thomas, Min-Hsien Ho, Ching Yuan, Hung-Yin Lin ACS Appl Mater Interfaces. 2010 Jun;2(6):1729-36. doi: 10.1021/am100227r.
Superparamagnetic nanoparticles are of great current interest for biomedical applications in both diagnostics and treatment. Magnetic nanoparticles (MNP) can be manipulated by magnetic fields, so that when functionalized, they can be used for the purification and separation of biomolecules and even whole cells. Here we report combining the separation capabilities of MNPs with the functional (binding) capability of molecularly imprinted polymers. Albumin- creatinine-, lysozyme-, and urea-imprinted polymer nanoparticles were synthesized from poly(ethylene-co-ethylene alcohol) via phase inversion, with both target molecules and hydrophobic magnetic nanoparticles mixed within the polymer solution. Several ethylene:ethylene alcohol mole ratios were studied. The rebinding capacities for those three target molecules varied from 0.76 +/- 0.02 to 5.97 +/- 0.04 mg/g of molecularly imprinted magnetic nanoparticles. Lastly, the composite nanoparticles were used for separation and sensing of template molecules (e.g., human serum albumin) in real samples (urine) and results were compared with a commercial ARCHITECT ci 8200 system.
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