120042-14-0

Off-White Solid

A novel mutagenic amino acid

L-azidohomoalaine provides a fast, sensitive, non-toxic and non-radioactive alternative to the traditional radioactive technique, 35S-methionine for the detection of nascent protein. L-azidohomoalaine is an amino acid analog that contains a small modification and its azido moiety can be fed to cultured cells and incorporated into proteins during active protein synthesis.

A concise and highly efficient synthetic route to l-azidohomoalanine (l-Aha) and its homologues is presented here. Starting from inexpensive N-Boc-O-Bn-l-aspartic acid, gram quantities of l-Aha hydrochloride can be prepared with high purity. The reactions can be completed within 1 week and the products can be incorporated into proteins using l-methionine auxotrophs.

Alkyl-Chain

[1] STEFANIE ROTH   Neil R T  William C Drewe. A concise and scalable route to L-azidohomoalanine[J]. Nature Protocols, 2010, 5 12: 1967-1973. DOI:10.1038/nprot.2010.164.