CAS 18942-49-9
:N-terc-butiloxicarbonil-D-fenilalanina
Descripción:
N-terc-butiloxicarbonil-D-fenilalanina, comúnmente conocido como Boc-D-fenilalanina, es un derivado de aminoácido caracterizado por la presencia de un grupo protector tert-butiloxicarbonilo (Boc) unido al grupo amino de D-fenilalanina. Este compuesto se utiliza típicamente en la síntesis de péptidos como un grupo protector que facilita la modificación selectiva de aminoácidos sin interferir con otros grupos funcionales. Es un sólido blanco a blanco amarillento que es soluble en disolventes orgánicos como el diclorometano y el dimetilformamida, pero generalmente insoluble en agua. Se conoce que el grupo Boc es estable bajo condiciones básicas y puede ser fácilmente eliminado bajo condiciones ácidas, lo que lo convierte en una herramienta valiosa en la síntesis orgánica. La presencia del grupo fenilo contribuye a las características hidrofóbicas del compuesto, influyendo en sus interacciones en sistemas biológicos. Como molécula quiral, existe en dos formas enantioméricas, siendo la forma D utilizada en diversas aplicaciones bioquímicas. En general, la Boc-D-fenilalanina es significativa en el campo de la química medicinal y la investigación de péptidos.
Fórmula:C14H19NO4
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
Clave InChI:InChIKey=ZYJPUMXJBDHSIF-LLVKDONJSA-N
SMILES:[C@H](CC1=CC=CC=C1)(NC(OC(C)(C)C)=O)C(O)=O
Sinónimos:- (2R)-2-(tert-Butoxycarbonylamino)-3-phenylpropanoic acid
- (2R)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]-3-phenylpropanoic acid
- (2R)-2-[(tert-Butoxycarbonyl)amino]-3-phenylpropionic acid
- (2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoate
- (2R)-2-[[(tert-Butoxy)carbonyl]amino]-3-phenylpropanoic acid
- (R)-2-((tert-Butoxycarbonyl)amino)-3-phenylpropionic acid
- (R)-2-(tert-Butoxycarbonylamino)-3-phenylpropanoic acid
- (R)-N-(tert-Butoxycarbonyl)phenylalanine
- <span class="text-smallcaps">D</span>-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-
- Alanine, N-carboxy-3-phenyl-, N-tert-butyl ester, <span class="text-smallcaps">D</span>-
- BOC-<span class="text-smallcaps">D</span>-phenylalanine
- Boc-D-Phe-OH
- N-(tert-Butoxycarbonyl)-D-phenylalanine
- N-BOC-<span class="text-smallcaps">D</span>-phenylalanine
- N-Boc-D-phenylalanine
- N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">D</span>-phenylalanine
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- N-tert-Butyloxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- tert-Butoxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- tert-Butyloxycarbonyl-<span class="text-smallcaps">D</span>-phenylalanine
- tert-Butoxycarbonyl-D-phenylalanine
- Alanine, N-carboxy-3-phenyl-, N-tert-butyl ester, D-
- D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-
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N-(tert-Butoxycarbonyl)-D-phenylalanine
CAS:Fórmula:C14H19NO4Pureza:>98.0%(T)Forma y color:White to Almost white powder to crystalPeso molecular:265.31N-Boc-D-phenylalanine, 98%
CAS:This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo SciFórmula:C14H19NO4Pureza:98%Forma y color:Crystals or powder or crystalline powder, WhitePeso molecular:265.31Boc-D-Phe-OH
CAS:Bachem ID: 4000781.
Fórmula:C14H19NO4Pureza:> 99%Forma y color:WhitePeso molecular:265.31Boc-D-phenylalanine
CAS:Boc-D-phenylalanineFórmula:C14H19NO4Pureza:98%Forma y color:White SolidPeso molecular:265.30496D-Phenyl-d5-alanine-N-t-BOC
CAS:Fórmula:C6D5CH2CH(NHtBOC)COOHPureza:99 atom % DForma y color:White Solid.Peso molecular:270.34Boc-D-Phe-OH
CAS:Boc-D-Phe-OH is an antimicrobial peptide that is a small molecule with a molecular weight of 254.8. It has been shown to have anti-tumor activity, and can be used as an alternative to conventional chemotherapeutic drugs in the treatment of cancer. Boc-D-Phe-OH binds to the hydrophobic region on the surface of cells and disrupts the cell's membrane, causing cell death by apoptosis. This peptide also shows antibacterial activity against gramicidin S, which is a Gram-positive antibiotic that belongs to the polymyxins class. The antibacterial activity of this peptide may be due to its ability to bind to divalent cations such as calcium ions and magnesium ions. Boc-D-Phe-OH has been synthesized using a method that is both efficient and rapid (less than 12 hours). It has also been shown that this peptide does not show anyFórmula:C14H19NO4Pureza:Min. 95%Peso molecular:265.3 g/molBoc-D-Phe-OH
CAS:M03311 - Boc-D-Phe-OH
Fórmula:C14H19NO4Pureza:98%Forma y color:SolidPeso molecular:265.309N-Boc-D-phenylalanine
CAS:D-Phenylalanine is a molecule that is used in the synthesis of peptidomimetics. It has been shown to have a high efficiency method in the synthesis of N-Boc-D-phenylalanine, which can be used as a glycosidic bond precursor. This chemical has been shown to have anti-tumor properties and it may be useful in binding experiments with ferrocene. The compound can also form hydrogen bonds with acids, such as the acid catalyst found in the digestive system.Fórmula:C14H19NO4Pureza:Min. 95%Forma y color:PowderPeso molecular:265.31 g/molBOC-D-Phenylalanine extrapure, 99%
CAS:Fórmula:C14H19NO4Pureza:min. 99%Forma y color:White, PowderPeso molecular:265.30Boc-D-Phenylalanine
CAS:Producto controladoApplications Boc-D-Phenylalanine is used in the synthesis of benzo[de][1,7]napthyridinones as PARP1 inhibitors. Also it is an important reagent in the preparation of proline-containing, β-turn mimetic cycle tetrapeptides.
References Ye, Na. et al.: J. Med. Chem., 56, 2885 (2013); Chouhan, G. et al.: Org. Lett., 15, 1206 (2013);Fórmula:C14H19NO4Forma y color:NeatPeso molecular:265.3
