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Amino Acids  >  Unusual Amino Acids  >  Azide and Alkyne containing Amino Acids  >>  (S)-N-Fmoc-2-(5'-azidopentyl)alanine

Product Name (S) - N - Fmoc - 2 - (5' - azidopentyl)alanine  NEW
CAS 1191429-12-5
Size 5 g
Catalog # AS-65521-5
US$ $3900
Description

This unusual amino acid is 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 Staudinger reduction.2 In addition, incorporation of azidohomoalanine into proteins has shown promise as an effective IR probe of local electrostatic environments in proteins.3

Images (S)-N-Fmoc-2-(5'-azidopentyl)alanine
Detailed Information Material Safety Data Sheets (MSDS)
Storage -20C
References 1. Vallee, MRJ. et al. (2011). Staudinger-Phosphonite Reactions for the Chemoselective Transformation of Azido-Containing Peptides and Proteins. Org Lett 13, 5440.
2. Staudinger, H. & Meyer, J. (1919). Uberneueorganische Phosphorverbindungen III. Phosphinmethylenederivative und Phosphinimine. Helvetica Chim Acta 2, 635.
3. Oh, K-I. et al. (2008). -Azidoalanine as an IR Probe: Application to Amyloid A (16-22) Aggregation. J Phys Chem B 112, 10352.
Molecular Weight 422.48
Molecular Formula C23H26N4O4
     
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