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β-Amino Acids
Aliphatic Amino Acids
Analogs of Alanine, Glycine, Valine, and Leucine
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Analogs of Cysteine and Methionine
Analogs of Phenylalanine and Tyrosine
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Azide and Alkyne containing Amino Acids
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  Product  Azidohomoalanine
  
  CAS  
  Size  100 mg
  Catalog #  63669
  US$  545
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Description

An unusual amino acid used in Solid Phase Peptide Synthesis (SPPS) for the synthesis of modifiable side-chain peptides and proteins.1 The side-chain azido (N3) group is stable in trifluoroacetic acid (TFA) and piperidine (Pip), two reagents commonly used in SPPS. The azido group can be readily converted to an amine on the solid phase or in solution via the Staudinger reduction.2 In addition, incorporation of azidohomoalanine into proteins has shown promise as an effective IR probe into local electrostatic environments of proteins.3

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Storage -20°C Protected from Light
References 1. Vallee, M. R. J.; Majkut, P.; Wilkening, C. W.; Muller, G.; Hackenberger, C. P. R. Staudinger-Phosphonite Reactions for the Chemoselective Transformation of Azido-Containing Peptides and Proteins.Org. Lett. 2011 (13) 5440-5443. 
2. Staudinger, H.; Meyer, J. UberneueorganischePhosphorverbindungen III. Phosphinmethylenederivative und Phosphinimine. Helvetica Chim. Acta.1919 (2) 635-646. 
3. Oh, K.-I.; Lee, J.-H.; Joo, C.; Han, H.; Cho, M. β-Azidoalanine as an IR Probe: Application to Amyloid A β (16-22) Aggregation. J. Phys. Chem. B.2008 (112) 10352-10357.
Molecular Weight 144.1
Molecular Formula C4H8N4O2
Product Citations Deal, R. et al. (2010). Genome-Wide Kinetics of Nucleosome Turnover Determined by Metabolic Labeling of Histones. Science 328, 1161.


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