Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C12H21N3O3 |
| Molecular Weight | 255.3134 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C[C@@H]1CC=N[C@H]1C(=O)NCCCC[C@H](N)C(O)=O
InChI
InChIKey=ZFOMKMMPBOQKMC-KXUCPTDWSA-N
InChI=1S/C12H21N3O3/c1-8-5-7-14-10(8)11(16)15-6-3-2-4-9(13)12(17)18/h7-10H,2-6,13H2,1H3,(H,15,16)(H,17,18)/t8-,9+,10-/m1/s1
| Molecular Formula | C12H21N3O3 |
| Molecular Weight | 255.3134 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The genome sequence of Methanohalophilus mahii SLP(T) reveals differences in the energy metabolism among members of the Methanosarcinaceae inhabiting freshwater and saline environments. | 2010-12-23 |
|
| Archaeal protein biogenesis: posttranslational modification and degradation. | 2010-09-30 |
|
| Fidelity in archaeal information processing. | 2010-09-05 |
|
| Precision control of cellular pathways with light. | 2010-09-03 |
|
| Selenocysteine, pyrrolysine, and the unique energy metabolism of methanogenic archaea. | 2010-08-17 |
|
| N6-(2-(R)-propargylglycyl)lysine as a clickable pyrrolysine mimic. | 2010-08-02 |
|
| [Expanding genetic code: amino acids 21 and 22--selenocysteine and pyrrolysine]. | 2010-08 |
|
| Dual functions of codons in the genetic code. | 2010-08 |
|
| The T box regulatory element controlling expression of the class I lysyl-tRNA synthetase of Bacillus cereus strain 14579 is functional and can be partially induced by reduced charging of asparaginyl-tRNAAsn. | 2010-07-22 |
|
| [Pyrrolysyl-tRNA synthetase-tRNA(Pyl) structure reveals the molecular basis of orthogonality]. | 2010-07 |
|
| In silico identification of the sea squirt selenoproteome. | 2010-05-10 |
|
| Modal codon usage: assessing the typical codon usage of a genome. | 2010-04 |
|
| Distinct genetic code expansion strategies for selenocysteine and pyrrolysine are reflected in different aminoacyl-tRNA formation systems. | 2010-01-21 |
|
| Structural clones of UAG decoding RNA. | 2009-12 |
|
| Translation termination in pyrrolysine-utilizing archaea. | 2009-11-03 |
|
| A method for genetically installing site-specific acetylation in recombinant histones defines the effects of H3 K56 acetylation. | 2009-10-09 |
|
| [Pyrrolysyl-tRNA synthetase-tRNA(Pyl) structure reveals the molecular basis of orthogonality]. | 2009-09 |
|
| Metal-binding affinity and selectivity of nonstandard natural amino acid residues from DFT/CDM calculations. | 2009-08-27 |
|
| Hacking the genetic code of mammalian cells. | 2009-07-06 |
|
| Pyrrolysyl-tRNA synthetase-tRNA(Pyl) structure reveals the molecular basis of orthogonality. | 2009-02-26 |
|
| Recognition of non-alpha-amino substrates by pyrrolysyl-tRNA synthetase. | 2009-02-06 |
|
| Specificity of pyrrolysyl-tRNA synthetase for pyrrolysine and pyrrolysine analogs. | 2009-01-30 |
|
| One ancestor for two codes viewed from the perspective of two complementary modes of tRNA aminoacylation. | 2009-01-27 |
|
| RamA, a protein required for reductive activation of corrinoid-dependent methylamine methyltransferase reactions in methanogenic archaea. | 2009-01-23 |
|
| A pyrrolysine analogue for site-specific protein ubiquitination. | 2009 |
|
| A facile system for encoding unnatural amino acids in mammalian cells. | 2009 |
|
| A pyrrolysine analogue for protein click chemistry. | 2009 |
|
| Multistep engineering of pyrrolysyl-tRNA synthetase to genetically encode N(epsilon)-(o-azidobenzyloxycarbonyl) lysine for site-specific protein modification. | 2008-11-24 |
|
| Misacylation of pyrrolysine tRNA in vitro and in vivo. | 2008-10-15 |
|
| Structure of Desulfitobacterium hafniense PylSc, a pyrrolysyl-tRNA synthetase. | 2008-09-26 |
|
| Evolutionary patterns in the sequence and structure of transfer RNA: a window into early translation and the genetic code. | 2008-07-30 |
|
| Adding l-lysine derivatives to the genetic code of mammalian cells with engineered pyrrolysyl-tRNA synthetases. | 2008-07-11 |
|
| Trends in selenium utilization in marine microbial world revealed through the analysis of the global ocean sampling (GOS) project. | 2008-06-13 |
|
| Crystallographic studies on multiple conformational states of active-site loops in pyrrolysyl-tRNA synthetase. | 2008-05-02 |
|
| [Non-standard genetic codes and translation termination]. | 2008-03-06 |
|
| Comparative genomic analyses of copper transporters and cuproproteomes reveal evolutionary dynamics of copper utilization and its link to oxygen. | 2008-01-02 |
|
| Adding pyrrolysine to the Escherichia coli genetic code. | 2007-11-13 |
|
| Critical roles for a genetic code alteration in the evolution of the genus Candida. | 2007-10-31 |
|
| Evolution of the genetic code: partial optimization of a random code for robustness to translation error in a rugged fitness landscape. | 2007-10-23 |
|
| Translation: duality in the genetic code. | 2007-08-30 |
|
| The amino-terminal domain of pyrrolysyl-tRNA synthetase is dispensable in vitro but required for in vivo activity. | 2007-07-10 |
|
| Mining prokaryotic genomes for unknown amino acids: a stop-codon-based approach. | 2007-06-28 |
|
| Class I and class II lysyl-tRNA synthetase mutants and the genetic encoding of pyrrolysine in Methanosarcina spp. | 2007-06 |
|
| Novel tRNA aminoacylation mechanisms. | 2007-06 |
|
| Flexible mapping of homology onto structure with homolmapper. | 2007-04-11 |
|
| Query-dependent banding (QDB) for faster RNA similarity searches. | 2007-03-30 |
|
| Hon-yaku: a biology-driven Bayesian methodology for identifying translation initiation sites in prokaryotes. | 2007-02-08 |
|
| Natural expansion of the genetic code. | 2007-01 |
|
| A genetic code alteration generates a proteome of high diversity in the human pathogen Candida albicans. | 2007 |
|
| The genetic code--40 years on. | 2007 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 23:33:26 GMT 2025
by
admin
on
Mon Mar 31 23:33:26 GMT 2025
|
| Record UNII |
H3214Y96LP
|
| Record Status |
Validated (UNII)
|
| Record Version |
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5460671
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DTXSID70420110
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448235-52-7
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Pyrrolysine
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21860
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58499
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H3214Y96LP
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m9403
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PRIMARY | Merck Index |