p-iodo-L-phenylalanine

ncAA Structure (png, jpg, jpeg)
p-Iodo-L-phenylalanine

ncAA Foundational Publication Support

Chin, Jason W, Ashton Cropp, Christopher Anderson, Mridul Mukherji, Zhiwen Zhang, and Peter G Schultz. (2003) 2003. “An Expanded Eukaryotic Genetic Code.”. Science (New York, N.y.) 301 (5635): 964-7.

Xie, Jianming, Lei Wang, Ning Wu, Ansgar Brock, Glen Spraggon, and Peter G Schultz. (2004) 2004. “The Site-Specific Incorporation Of P-Iodo-L-Phenylalanine Into Proteins For Structure Determination.”. Nature Biotechnology 22 (10): 1297-301.

Wang, Feng, Scott Robbins, Jiantao Guo, Weijun Shen, and Peter G Schultz. (2010) 2010. “Genetic Incorporation Of Unnatural Amino Acids Into Proteins In Mycobacterium Tuberculosis.”. Plos One 5 (2): e9354. doi:10.1371/journal.pone.0009354.

Young, Douglas D, Travis S Young, Michael Jahnz, Insha Ahmad, Glen Spraggon, and Peter G Schultz. (2011) 2011. “An Evolved Aminoacyl-Trna Synthetase With Atypical Polysubstrate Specificity.”. Biochemistry 50 (11): 1894-900. doi:10.1021/bi101929e.

Chen, Zhi-jie, Wei Ren, Quintin Wright, and Hui-Wang Ai. (2013) 2013. “Genetically Encoded Fluorescent Probe For The Selective Detection Of Peroxynitrite.”. Journal Of The American Chemical Society 135 (40): 14940-3. doi:10.1021/ja408011q.

ncAA Utility
Can be used for phasing in protein crystallography.
ncAA Source
Exogenous - Purchased
ncAA Availability
Can be purchased from https://www.sigmaaldrich.com/US/en/product/sigma/i8757

RS/tRNA Pair Usage Information
The p-iodoPheRS-1 and -2 are based on the EcTyrRS and work in eukaryotes whereas the IodopheRS and the pCNF-RS are based on the MbTyrRS and work in bacteria. The pCNF-RS and the p-iodoPhe-RS2 are available from Addgene.

RS/tRNA Pair(s)


ncAA Synonyms
4-Iodo-L-phenylalanine
4-Iodophenylalanine
(2S)-2-amino-3-(4-iodophenyl)propanoic acid
p-iodo-Phe
4-iodo-Phe
ChEBI ID
44964