N-Butyrylglycine is a short-chain acylated amino acid used to investigate fatty-acid conjugation effects on solubility and metabolic processing. Researchers explore its behavior in acyl-transfer and hydrolysis models. The molecule serves as a probe for acylation-dependent conformational changes. Applications include lipid-peptide interaction studies and metabolic chemistry.
CAT No: R2556
CAS No:20208-73-5
Synonyms/Alias:N-Butyrylglycine;butyrylglycine;20208-73-5;2-Butanamidoacetic acid;Glycine, N-(1-oxobutyl)-;N-(1-Oxobutyl)glycine;N-Butanoylglycine;2-(butanoylamino)acetic acid;N-butyryl-Glycine;U29P5D8KHL;BUTYROYL GLYCINE;EINECS 243-599-6;CHEBI:89963;DTXSID80174056;butanamidoacetate;butyramidoacetate;2-butanamidoacetate;2-butyramidoacetate;(butyrylamino)acetic acid;butanamidoacetic acid;butyramidoacetic acid;MFCD09812238;2-Butanamidoaceticacid;2-butyramidoacetic acid;UNII-U29P5D8KHL;SCHEMBL233413;DTXCID7096547;AKOS000152749;DB-318882;HY-113119;CS-0059624;NS00050658;EN300-31505;G79753;N-Butyrylglycine, analytical reference material;Q27162152;F8880-5167;Z285193236;
N-Butyrylglycine is a specialized short-chain acylglycine, structurally characterized by the presence of a butyryl group attached to glycine. As a naturally occurring metabolite, it is recognized within biochemical research for its role in intermediary metabolism and its connection to fatty acid oxidation pathways. The compound's unique structure allows it to serve as an informative biomarker and a versatile tool in the study of metabolic processes. Its solubility and chemical stability make it suitable for a range of in vitro and in vivo experimental applications, where precise tracking and quantification of metabolic intermediates are required. Researchers value N-Butyrylglycine for its ability to provide insight into the complexities of cellular energy regulation and amino acid conjugation mechanisms.
Metabolic Pathway Analysis: N-Butyrylglycine is extensively used in metabolic research to elucidate the pathways involved in fatty acid β-oxidation and amino acid catabolism. By monitoring the presence and concentration of this metabolite in biological samples, scientists can gain a deeper understanding of mitochondrial function and the regulation of acyl-CoA intermediates. Its accumulation or depletion may indicate specific enzymatic deficiencies or disruptions within the metabolic network, thus serving as a valuable indicator in mechanistic studies of energy metabolism.
Biomarker Discovery: In the field of biomarker research, butyrylglycine is investigated for its potential to reflect alterations in metabolic states. Studies often utilize advanced analytical techniques such as mass spectrometry to quantify its levels in biofluids, enabling researchers to distinguish between normal and perturbed metabolic conditions. Its presence can reveal subtle shifts in acylglycine profiles that are associated with various physiological or experimental interventions, supporting the identification of novel diagnostic or prognostic markers in preclinical models.
Nutritional and Dietary Studies: As a product of fatty acid metabolism, N-Butyrylglycine is frequently assessed in nutritional science to examine the impact of dietary interventions on metabolic health. Researchers leverage its quantification to explore how different macronutrient compositions, fasting, or supplementation strategies influence short-chain acylglycine synthesis and excretion. These studies contribute to a more comprehensive understanding of nutrient utilization and metabolic flexibility under diverse dietary regimens.
Toxicological Research: The compound also finds application in toxicology, where it is used to monitor metabolic disturbances induced by exposure to xenobiotics or environmental stressors. By tracking changes in butyrylglycine concentrations, scientists can assess the extent of mitochondrial dysfunction or oxidative stress within biological systems. This approach aids in elucidating the mechanisms underlying toxicant-induced metabolic derangements and supports the development of strategies to mitigate adverse effects.
Enzyme Function Characterization: Finally, N-Butyrylglycine serves as a functional probe in enzymology, particularly for studying glycine N-acyltransferases and related enzymes involved in acylglycine synthesis. Researchers utilize it to investigate enzyme substrate specificity, catalytic efficiency, and regulatory mechanisms. Such studies are critical for mapping the enzymatic landscape of amino acid conjugation and for uncovering new aspects of metabolic regulation at the molecular level, thereby advancing our knowledge of cellular biochemistry and metabolic adaptation.
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