Page last updated: 2024-10-24

UDP-N-acetylglucosamine metabolic process

Definition

Target type: biologicalprocess

The chemical reactions and pathways involving UDP-N-acetylglucosamine, a substance composed of N-acetylglucosamine, a common structural unit of oligosaccharides, in glycosidic linkage with uridine diphosphate. [GOC:ai]

The UDP-N-acetylglucosamine metabolic process encompasses a series of enzymatic reactions responsible for the biosynthesis and utilization of UDP-N-acetylglucosamine (UDP-GlcNAc), a crucial precursor in various cellular processes. This sugar nucleotide plays a central role in glycosylation, the attachment of sugar moieties to proteins and lipids, influencing their structure, function, and interactions.

The pathway commences with the synthesis of UDP-GlcNAc from glucose-1-phosphate and glutamine. Glutamine provides the amino group for the formation of N-acetylglucosamine (GlcNAc) from fructose-6-phosphate. This reaction is catalyzed by the enzyme glucosamine-6-phosphate synthase. Subsequently, GlcNAc-6-phosphate is converted to UDP-GlcNAc by UDP-N-acetylglucosamine pyrophosphorylase.

UDP-GlcNAc serves as a substrate for various glycosyltransferases that incorporate it into glycoproteins, glycolipids, and proteoglycans. The addition of GlcNAc to proteins, a process termed O-GlcNAcylation, is a dynamic modification involved in diverse cellular functions, including signal transduction, gene regulation, and protein trafficking.

Beyond its role in glycosylation, UDP-GlcNAc participates in the synthesis of chitin, a major structural component of the exoskeletons of arthropods and fungal cell walls. It also serves as a precursor for the biosynthesis of hyaluronan, a glycosaminoglycan found in connective tissues.

The UDP-N-acetylglucosamine metabolic process is tightly regulated, ensuring a balance between UDP-GlcNAc biosynthesis and its utilization. This regulation is crucial for maintaining cellular homeostasis and responding to environmental cues. Changes in UDP-GlcNAc levels have been linked to various diseases, including cancer, diabetes, and neurodegenerative disorders.

The UDP-N-acetylglucosamine metabolic process is a fundamental pathway in cellular biology, playing a vital role in glycosylation, chitin synthesis, and other essential processes. Its regulation is crucial for cellular function and health.'
"

Proteins (2)

ProteinDefinitionTaxonomy
Glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1A glutamine--fructose-6-phosphate aminotransferase [isomerizing] 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q06210]Homo sapiens (human)
UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferaseA UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9H3H5]Homo sapiens (human)

Compounds (3)

CompoundDefinitionClassesRoles
aaptamineaaptamine: natural product from sea sponge Aaptos aaptos; structure given in first source; RN from CA Index Guide 1984
capuramycincapuramycin: from Streptomyces griseus 446-S3; structure given in first source
n(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acidN(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid : A monocarboxylic acid amide obtained by the formal condensation of the terminal amino group of 3-amino-L-alanine with the carboxy group of (2E)-4-methoxy-4-oxobut-2-enoic acid.

N(3)-(4-methoxyfumaroyl)-2,3-diaminopropionic acid: inhibits glucosamine synthetase in E coli; structure given in first source; RN given refers to (S-(E)-isomer)
enoate ester;
methyl ester;
monocarboxylic acid amide
metabolite