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 |
|---|---|---|
| Genetic code: introducing pyrrolysine. | 2002 Jul 9 |
|
| A new UAG-encoded residue in the structure of a methanogen methyltransferase. | 2002 May 24 |
|
| Pyrrolysine encoded by UAG in Archaea: charging of a UAG-decoding specialized tRNA. | 2002 May 24 |
|
| Biochemistry. The 22nd amino acid. | 2002 May 24 |
|
| Reprogrammed genetic decoding in cellular gene expression. | 2004 Jan 30 |
|
| Molecular biology: genetic code seizes pyrrolysine. | 2004 Sep 16 |
|
| A computational method to predict genetically encoded rare amino acids in proteins. | 2005 |
|
| Making sense of nonsense: the evolution of selenocysteine usage in proteins. | 2005 |
|
| The direct genetic encoding of pyrrolysine. | 2005 Dec |
|
| Recoding in archaea. | 2005 Jan |
|
| Pyrrolysine and selenocysteine use dissimilar decoding strategies. | 2005 May 27 |
|
| The residue mass of L-pyrrolysine in three distinct methylamine methyltransferases. | 2005 Nov 4 |
|
| Evidence for the existence in mRNAs of a hairpin element responsible for ribosome dependent pyrrolysine insertion into proteins. | 2005 Sep-Oct |
|
| On the evolution of the standard amino-acid alphabet. | 2006 |
|
| Characterization of a Methanosarcina acetivorans mutant unable to translate UAG as pyrrolysine. | 2006 Jan |
|
| Diverse bacterial genomes encode an operon of two genes, one of which is an unusual class-I release factor that potentially recognizes atypical mRNA signals other than normal stop codons. | 2006 Sep 13 |
|
| A genetic code alteration generates a proteome of high diversity in the human pathogen Candida albicans. | 2007 |
|
| Translation: duality in the genetic code. | 2007 Aug 30 |
|
| In vivo contextual requirements for UAG translation as pyrrolysine. | 2007 Jan |
|
| [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 |
|
| 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 |
|
| 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 |
|
| One ancestor for two codes viewed from the perspective of two complementary modes of tRNA aminoacylation. | 2009 Jan 27 |
|
| 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 |
|
| Modal codon usage: assessing the typical codon usage of a genome. | 2010 Apr |
|
| Dual functions of codons in the genetic code. | 2010 Aug |
|
| N6-(2-(R)-propargylglycyl)lysine as a clickable pyrrolysine mimic. | 2010 Aug 2 |
|
| Distinct genetic code expansion strategies for selenocysteine and pyrrolysine are reflected in different aminoacyl-tRNA formation systems. | 2010 Jan 21 |
|
| In silico identification of the sea squirt selenoproteome. | 2010 May 10 |
|
| Precision control of cellular pathways with light. | 2010 Sep 3 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:59:16 GMT 2023
by
admin
on
Sat Dec 16 10:59:16 GMT 2023
|
| Record UNII |
H3214Y96LP
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
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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
Created by
admin on Sat Dec 16 10:59:16 GMT 2023 , Edited by admin on Sat Dec 16 10:59:16 GMT 2023
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PRIMARY | Merck Index |