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N6-[(2-(3-Methyl-3H-diazirin-3-yl)ethoxy)carbonyl]-L-lysine (AbK; DiAzKs)

N6-[(2-(3-Methyl-3H-diazirin-3-yl)ethoxy)carbonyl]-L-lysine

ncAA Foundational Publication Support

Ai, Hui-Wang, Weijun Shen, Amit Sagi, Peng R Chen, and Peter G Schultz. (2011) 2011. “Probing Protein-Protein Interactions With A Genetically Encoded Photo-Crosslinking Amino Acid.”. Chembiochem : A European Journal Of Chemical Biology 12 (12): 1854-7. doi:10.1002/cbic.201100194.
Hancock, S. M., R. Uprety, A. Deiters, and J. W. Chin. n.d. “Expanding The Genetic Code Of Yeast For Incorporation Of Diverse Unnatural Amino Acids Via A Pyrrolysyl-Trna Synthetase/Trna Pair” 132: 14819+.
ncAA Utility
Introduced as a photocrosslinking agent that was aliphatic rather than aromatic giving it more flexibility.
ncAA Source
Exogenous - Synthesized
ncAA Availability
Synthetic routes are reported in the 2011 foundational paper and in the DOI: 10.1039/c0sc00373e paper
RS/tRNA Pair Usage Information
In the absence of a head-to-head comparison, it is unclear how the two RSs compare. The second listed (2010) foundational paper reported using WT MbPylRS for incorporating the ncAA in yeast in addition to citing an earlier paper (DOI: 10.1039/c0sc00373e which is not indexed on PubMed) and established its functionality with this ncAA.

RS/tRNA Pair(s)

ncAA Synonyms
Nε-[(2-(3-Methyl-3H-diazirin-3-yl)ethoxy)carbonyl]-L-lysine
DiAzKs
(S)-2-amino-6-((2-(3-methyl-3H-diazirin-3-yl)ethoxy)carbonylamino)hexanoic acid hydrochloride
(2S)-2-amino-6-[2-(3-methyldiazirin-3-yl)ethoxycarbonylamino]hexanoic acid
(2S)-2-amino-6-({[2-(3-methyl-3H-diazirin-3-yl)ethoxy]carbonyl}amino)hexanoic acid
H-L-Photo-Lysine*HCl
SCHEMBL875173
HY-D0853
3'-azibutyl-N-carbamoyl lysine
ABK
AbK
ChEBI ID
233057
ChEBI Link
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI%3A233057&conversationCont…
PubChem Link
https://pubchem.ncbi.nlm.nih.gov/compound/66825403