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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H21N3O3
Molecular Weight 255.3139
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRROLYSINE

SMILES

C[C@]1([H])CC=N[C@@]1([H])C(=NCCCC[C@@]([H])(C(=O)O)N)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

HIDE SMILES / InChI

Molecular Formula C12H21N3O3
Molecular Weight 255.3139
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
A genetic code alteration generates a proteome of high diversity in the human pathogen Candida albicans.
2007
The genetic code--40 years on.
2007
Flexible mapping of homology onto structure with homolmapper.
2007 Apr 11
Translation: duality in the genetic code.
2007 Aug 30
Hon-yaku: a biology-driven Bayesian methodology for identifying translation initiation sites in prokaryotes.
2007 Feb 8
Natural expansion of the genetic code.
2007 Jan
The amino-terminal domain of pyrrolysyl-tRNA synthetase is dispensable in vitro but required for in vivo activity.
2007 Jul 10
Class I and class II lysyl-tRNA synthetase mutants and the genetic encoding of pyrrolysine in Methanosarcina spp.
2007 Jun
Novel tRNA aminoacylation mechanisms.
2007 Jun
Mining prokaryotic genomes for unknown amino acids: a stop-codon-based approach.
2007 Jun 28
Query-dependent banding (QDB) for faster RNA similarity searches.
2007 Mar 30
Adding pyrrolysine to the Escherichia coli genetic code.
2007 Nov 13
[Non-standard genetic codes and translation termination].
2007 Nov-Dec
Evolution of the genetic code: partial optimization of a random code for robustness to translation error in a rugged fitness landscape.
2007 Oct 23
Critical roles for a genetic code alteration in the evolution of the genus Candida.
2007 Oct 31
Comparative genomic analyses of copper transporters and cuproproteomes reveal evolutionary dynamics of copper utilization and its link to oxygen.
2008 Jan 2
Adding l-lysine derivatives to the genetic code of mammalian cells with engineered pyrrolysyl-tRNA synthetases.
2008 Jul 11
Evolutionary patterns in the sequence and structure of transfer RNA: a window into early translation and the genetic code.
2008 Jul 30
Trends in selenium utilization in marine microbial world revealed through the analysis of the global ocean sampling (GOS) project.
2008 Jun 13
Crystallographic studies on multiple conformational states of active-site loops in pyrrolysyl-tRNA synthetase.
2008 May 2
Multistep engineering of pyrrolysyl-tRNA synthetase to genetically encode N(epsilon)-(o-azidobenzyloxycarbonyl) lysine for site-specific protein modification.
2008 Nov 24
Misacylation of pyrrolysine tRNA in vitro and in vivo.
2008 Oct 15
Structure of Desulfitobacterium hafniense PylSc, a pyrrolysyl-tRNA synthetase.
2008 Sep 26
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
Metal-binding affinity and selectivity of nonstandard natural amino acid residues from DFT/CDM calculations.
2009 Aug 27
Structural clones of UAG decoding RNA.
2009 Dec
Pyrrolysyl-tRNA synthetase-tRNA(Pyl) structure reveals the molecular basis of orthogonality.
2009 Feb 26
Recognition of non-alpha-amino substrates by pyrrolysyl-tRNA synthetase.
2009 Feb 6
RamA, a protein required for reductive activation of corrinoid-dependent methylamine methyltransferase reactions in methanogenic archaea.
2009 Jan 23
One ancestor for two codes viewed from the perspective of two complementary modes of tRNA aminoacylation.
2009 Jan 27
Specificity of pyrrolysyl-tRNA synthetase for pyrrolysine and pyrrolysine analogs.
2009 Jan 30
Hacking the genetic code of mammalian cells.
2009 Jul 6
Translation termination in pyrrolysine-utilizing archaea.
2009 Nov 3
A method for genetically installing site-specific acetylation in recombinant histones defines the effects of H3 K56 acetylation.
2009 Oct 9
[Pyrrolysyl-tRNA synthetase-tRNA(Pyl) structure reveals the molecular basis of orthogonality].
2009 Sep
Modal codon usage: assessing the typical codon usage of a genome.
2010 Apr
[Expanding genetic code: amino acids 21 and 22--selenocysteine and pyrrolysine].
2010 Aug
Dual functions of codons in the genetic code.
2010 Aug
Selenocysteine, pyrrolysine, and the unique energy metabolism of methanogenic archaea.
2010 Aug 17
N6-(2-(R)-propargylglycyl)lysine as a clickable pyrrolysine mimic.
2010 Aug 2
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 Dec 23
Distinct genetic code expansion strategies for selenocysteine and pyrrolysine are reflected in different aminoacyl-tRNA formation systems.
2010 Jan 21
[Pyrrolysyl-tRNA synthetase-tRNA(Pyl) structure reveals the molecular basis of orthogonality].
2010 Jul
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 Jul 22
In silico identification of the sea squirt selenoproteome.
2010 May 10
Precision control of cellular pathways with light.
2010 Sep 3
Archaeal protein biogenesis: posttranslational modification and degradation.
2010 Sep 30
Fidelity in archaeal information processing.
2010 Sep 5
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:53:38 UTC 2021
Edited
by admin
on Fri Jun 25 22:53:38 UTC 2021
Record UNII
H3214Y96LP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PYRROLYSINE
MI  
Systematic Name English
L-PYRROLYSINE
Systematic Name English
PYRROLYSINE [MI]
Common Name English
N6-(((2R,3R)-3-METHYL-3,4-DIHYDRO-2H-PYRROL-2-YL)CARBONYL)-L-LYSINE
Systematic Name English
Code System Code Type Description
PUBCHEM
5460671
Created by admin on Fri Jun 25 22:53:38 UTC 2021 , Edited by admin on Fri Jun 25 22:53:38 UTC 2021
PRIMARY
EPA CompTox
448235-52-7
Created by admin on Fri Jun 25 22:53:38 UTC 2021 , Edited by admin on Fri Jun 25 22:53:38 UTC 2021
PRIMARY
CAS
448235-52-7
Created by admin on Fri Jun 25 22:53:38 UTC 2021 , Edited by admin on Fri Jun 25 22:53:38 UTC 2021
PRIMARY
WIKIPEDIA
Pyrrolysine
Created by admin on Fri Jun 25 22:53:38 UTC 2021 , Edited by admin on Fri Jun 25 22:53:38 UTC 2021
PRIMARY
FDA UNII
H3214Y96LP
Created by admin on Fri Jun 25 22:53:38 UTC 2021 , Edited by admin on Fri Jun 25 22:53:38 UTC 2021
PRIMARY
MERCK INDEX
M9403
Created by admin on Fri Jun 25 22:53:38 UTC 2021 , Edited by admin on Fri Jun 25 22:53:38 UTC 2021
PRIMARY Merck Index