Pyrrolysine
Chemical compound / From Wikipedia, the free encyclopedia
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"Pyl" redirects here. For other uses, see Pyl (disambiguation).
Not to be confused with Pyrolysis.
Pyrrolysine (symbol Pyl or O;[2] encoded by the 'amber' stop codon UAG) is an α-amino acid that is used in the biosynthesis of proteins in some methanogenic archaea and bacteria;[3][4] it is not present in humans. It contains an α-amino group (which is in the protonated –NH+
3 form under biological conditions), a carboxylic acid group (which is in the deprotonated –COO− form under biological conditions). Its pyrroline side-chain is similar to that of lysine in being basic and positively charged at neutral pH.[citation needed]
Quick Facts Names, Identifiers ...
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IUPAC name
Pyrrolysine[1] | |
Systematic IUPAC name
N6-{[(2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-yl]carbonyl}-L-lysine | |
Other names
(2S)-2-amino-6-{[(2R,3R)-3-methyl-3,4-dihydro-2H-pyrrole-2-carbonyl]-amino}-hexanoic acid N6-(4-methyl-1,2-didehydropyrrolidine-5-carboxyl)-L-lysine monomethylamine methyltransferase cofactor lysine adduct | |
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Properties | |
C12H21N3O3 | |
Molar mass | 255.313 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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