CHEBI:21860 - L-pyrrolysine

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ChEBI Name L-pyrrolysine
ChEBI ID CHEBI:21860
ChEBI ASCII Name L-pyrrolysine
Definition A N6-acyl-L-lysine having (2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-ylcarbonyl as the N6-acyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H21N3O3
Net Charge 0
Average Mass 255.31340
Monoisotopic Mass 255.158
InChI 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
InChIKey ZFOMKMMPBOQKMC-KXUCPTDWSA-N
SMILES C[C@@H]1CC=N[C@H]1C(=O)NCCCC[C@H](N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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ChEBI Ontology
Outgoing L-pyrrolysine (CHEBI:21860) is a N6-acyl-L-lysine (CHEBI:16232)
L-pyrrolysine (CHEBI:21860) is a proteinogenic amino acid (CHEBI:83813)
L-pyrrolysine (CHEBI:21860) is a pyrrolysine (CHEBI:91273)
L-pyrrolysine (CHEBI:21860) is conjugate base of L-pyrrolysinium (CHEBI:65258)
L-pyrrolysine (CHEBI:21860) is tautomer of L-pyrrolysine zwitterion (CHEBI:58499)
Incoming L-pyrrolysinium (CHEBI:65258) is conjugate acid of L-pyrrolysine (CHEBI:21860)
L-pyrrolysine zwitterion (CHEBI:58499) is tautomer of L-pyrrolysine (CHEBI:21860)
IUPAC Name
N6-{[(2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-yl]carbonyl}-L-lysine
Synonyms Sources
(2S)-2-amino-6-[(2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-ylcarbonyl]aminohexanoic acid ChEBI
monomethylamine methyltransferase cofactor lysine adduct ChEBI
N6-((2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-ylcarbonyl)-L-lysine ChEBI
N6-(4-methyl-1,2-didehydropyrrolidine-5-carboxyl)-L-lysine ChEBI
N6-(4-methyl-delta-1-pyrroline-5-carboxyl)-L-lysine ChEBI
pyrrolysine ChEBI
Pyrrolysine KEGG COMPOUND
Manual Xrefs Databases
C16138 KEGG COMPOUND
CPD-3321 MetaCyc
PYH PDBeChem
Pyrrolysine Wikipedia
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Registry Number Type Source
448235-52-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15329732 PubMed citation Europe PMC
16256420 PubMed citation Europe PMC
17360621 PubMed citation Europe PMC
17626042 PubMed citation Europe PMC
19063902 PubMed citation Europe PMC
19796638 PubMed citation Europe PMC
Last Modified
19 February 2016