D-4-Azidophenylalanine, 5 mg
Molar mass (M) 206,2 g/mol
Storage temp. -20 °C
Transport temp. cooled
CAS No. [1241681-80-0]
excl. VAT. | 5 mg per Pack Qty.
Art. No. 7853.1
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D-4-Azidophenylalanine ≥98 %
|Alternative Name||H-D-Orn(N3)-OH · HCl|
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Our amino acids are of the highest purity and suitable for a broad range of applications in biochemistry. Besides the natural occurring L-amino acids, we offer a selection of unnatural D-amino acids and DL-amino acids.
The copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) is the most prominent example of a group of reactions named click reactions. According to Sharpless’ definition, these reactions are characterised by high yields, mild reaction conditions, and by their tolerance of a broad range of functional groups.[1-3] Typically, the reactions require simple or no workup or purification of the product. The most important characteristic of the CuAAC reaction is its unique bioorthogonality as neither azide nor terminal alkyne functional groups are generally present in natural systems.
1 H. C. Kolb, M.G. Finn, K. B. Sharpless, Angew. Chem. Int. Ed. 2001, 40, 2004-2021.
2 C.W. Tornoe, C. Christensen, M. Meldal, J. Org. Chem. 2002, 67, 3057-3064.
3 V. V. Rostovtsev, L. G. Green, V. V. Fokin, K. B. Sharpless, Angew. Chem. 2002, 114, 2708-2711; Angew. Chem. Int. Ed. 2002, 41, 2596-2599.
With the emergence of click chemistry the use of azide- and alkyne-derivatised α-amino acids has found high interest e.g. in the area of peptide synthesis as a powerful tool in the development of new therapeutics and biological chemistry fundamental research. Peptide labelling mostly requires reactions which are running close to physiological conditions (neutral pH, aqueous solution, ambient temperature). Cu(I)-catalysed alkyne-azide cycloaddition (CuAAC) is optimal for such biological compounds, here the advantages of click chemistry once again show their potential. The low reactant concentrations, low background labelling, the quantitative and rapid labelling, plus the mild reaction conditions fit the necessary reactivity, selectivity and biocompatibility criteria for the peptide labelling and thus ensure the preservation of biological function. Carl ROTH provides high quality azido amino acids. In this form they can easily undergo click reaction when an alkyne functional reporter molecule is present.
|Appearance||almost white powder|
|Assay (HPLC)||≥98 %|
|Enantiomeric purity||≤0,5 % L-enantiomer|