ncAA Structure (png, jpg, jpeg)
ncAA Protocols
Zhu, Phillip, Ryan A Mehl, and Richard B Cooley. (2023) 2023. “Biosynthesis And Genetic Encoding Of Non-Hydrolyzable Phosphoserine Into Recombinant Proteins In Escherichia Coli.”. Bio-Protocol 13 (21): e4861. doi:10.21769/BioProtoc.4861.
ncAA Usage Publications
Stuber, Katrin, Tobias Schneider, Jill Werner, Michael Kovermann, Andreas Marx, and Martin Scheffner. (2021) 2021. “Structural And Functional Consequences Of Nedd8 Phosphorylation.”. Nature Communications 12 (1): 5939. doi:10.1038/s41467-021-26189-9.
ncAA Utility
Used to produce proteins that mimic site-specific phosphorylation at a serine residue - where the phosphate group cannot by hydrolyzed - via genetic code expansion versus other protein phosphorylation strategies.
ncAA Source
Endogenous - Biosynthesized
ncAA Availability
In the most recent paper (Zhu et al. 2023) - nhpSer is biosynthesized via the Frb protein pathway. The "PermaPhos" kit is available on Addgene kit #1000000226.
In Rogerson et al. and Stuber et al., nhpSer was added to the media after being purchased.
In Rogerson et al. and Stuber et al., nhpSer was added to the media after being purchased.
RS/tRNA Pair Usage Information
The most recently vetted RS/tRNA pair that incorporates nhpSer, and the one that is recommended to use, is the SepRS2/Sep-tRNA-v2 pair.
ncAA Synonyms
nhpSer
nonhydrolyzable phosphoserine
non-hydrolyzable phosphoserine
phosphono-methyl-alanine
2-amino-4-phosphonobutyric acid
2-amino-4-phosphonobutyrate
L-2-amino-4-phosphonobutyric acid
(2S)-2-amino-4-phosphonobutanoic acid
(2S)-2-amino-4-phosphonobutyric acid
DL-AP4
nonhydrolyzable phosphoserine
non-hydrolyzable phosphoserine
phosphono-methyl-alanine
2-amino-4-phosphonobutyric acid
2-amino-4-phosphonobutyrate
L-2-amino-4-phosphonobutyric acid
(2S)-2-amino-4-phosphonobutanoic acid
(2S)-2-amino-4-phosphonobutyric acid
DL-AP4
ChEBI ID
143992
PubChem Link
PDB Code
E7P