1.0 2010-04-08 22:04:47 UTC 2019-11-26 02:55:42 UTC FDB000970 N-Acetyl-L-serine Acetylation of the N-terminal amino acid (-NH2 acetylation) is a common protein modification in eukaryotes but is rarely encountered in prokaryotes. In mammalians,80 to 90 percent of the cytosolic proteins are subjected to an irreversible, cotranslational amino acid acetylation at their N-terminus. Acetylation of the N-terminal amino acid (-NH2 acetylation) is a common protein modification in eukaryotes but is rarely encountered in prokaryotes. In mammalians, 80 to 90 percent of the cytosolic proteins are subjected to an irreversible, cotranslational amino acid acetylation at their N-terminus. N-acetylated proteins are catabolized in the cytosol by the ATP-ubiquitin-dependent proteasomal pathway. Several types of aminoacylases can be distinguished on the basis of substrate specificity. Aminoacylase I (ACY1; EC 3.5.1.14), the most abundant type, is a soluble homodimeric zinc binding enzyme that catalyzes the formation of free aliphatic amino acids from N-acetylated precursors. It is encoded by the aminoacylase 1 gene (ACY1) on chromosome 3p21 that comprises 15 exons (OMIM 609924). Preferred substrates of ACY1 are aliphatic amino acids with a short-chain acyl moiety, especially N-acetyl-methionine. However, ACY1 can also catalyze the reverse reaction, the synthesis of acetylated amino acids. Functional aminoacylase I is crucial in the last step in this degradation as it catalyzes the hydrolysis of N-acetylated amino acids into acetate and the free amino acid. Although N-acetylation occurs in many metabolic pathways and N-acetylated metabolites are known to accumulate in several inborn errors, there are only a few reports on N-acetylated amino acids detected in urine. Identification of N-acetylated amino acids by routine GC-MS may be problematic for several reasons. The major problem is linked to the identification strategy itself. Identification of an unknown compound in mass spectrometry is usually based on comparison of its spectrum against a library of reference spectra. (PMID: 16465618, 16274666, 17723438). N-Acetyl-L-serine is found in watermelon. Acetylserine L-serine, n-acetyl- N-Acetyl-L-serine N-acetylserine Serine, n-acetyl-, l- C5H9NO4 147.1293 147.053157781 2-acetamido-3-hydroxypropanoic acid 2-acetamido-3-hydroxypropanoic acid 16354-58-8 CC(=O)NC(CO)C(O)=O InChI=1S/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10) JJIHLJJYMXLCOY-UHFFFAOYSA-N belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-acyl-alpha amino acids Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic acyclic compounds Acetamides Beta hydroxy acids and derivatives Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols Secondary carboxylic acid amides Serine and derivatives Acetamide Alcohol Aliphatic acyclic compound Beta-hydroxy acid Carbonyl group Carboxamide group Carboxylic acid Hydrocarbon derivative Hydroxy acid Monocarboxylic acid or derivatives N-acyl-alpha-amino acid Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary alcohol Secondary carboxylic acid amide Serine or derivatives Solid logp -1.36 ALOGPS logs -0.24 ALOGPS solubility 8.46e+01 g/l ALOGPS melting_point Mp 207.6° logp -1.8 ChemAxon pka_strongest_acidic 3.61 ChemAxon pka_strongest_basic -1.5 ChemAxon iupac 2-acetamido-3-hydroxypropanoic acid ChemAxon average_mass 147.1293 ChemAxon mono_mass 147.053157781 ChemAxon smiles CC(=O)NC(CO)C(O)=O ChemAxon formula C5H9NO4 ChemAxon inchi InChI=1S/C5H9NO4/c1-3(8)6-4(2-7)5(9)10/h4,7H,2H2,1H3,(H,6,8)(H,9,10) ChemAxon inchikey JJIHLJJYMXLCOY-UHFFFAOYSA-N ChemAxon polar_surface_area 86.63 ChemAxon refractivity 31.48 ChemAxon polarizability 13.28 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2590 Specdb::MsMs 178491 Specdb::MsMs 178492 Specdb::MsMs 178493 Specdb::MsMs 180810 Specdb::MsMs 180811 Specdb::MsMs 180812 HMDB02931 SAC #<Reference:0x000055ce3220c690> #<Reference:0x000055ce3220c460> #<Reference:0x000055ce3220c2a8> #<Reference:0x000055ce3220c0a0> #<Reference:0x000055ce3220be48> #<Reference:0x000055ce3220bc90> Watermelon Type 1 specific Citrullus lanatus 3654 Glycine N-acyltransferase Q6IB77 GLYAT Glycine N-acyltransferase-like protein 1 Q969I3 GLYATL1 Glycine N-acyltransferase-like protein 2 Q8WU03 GLYATL2