Page last updated: 2024-10-24

sialylation

Definition

Target type: biologicalprocess

The covalent attachment of sialic acid to a substrate molecule. [GOC:cjm]

Sialylation is a critical post-translational modification that involves the addition of sialic acid, a negatively charged monosaccharide, to terminal positions of glycans on glycoproteins and glycolipids. This process is catalyzed by a family of enzymes called sialyltransferases, which exhibit specificity for both the donor substrate (CMP-sialic acid) and the acceptor substrate (glycan). Sialylation plays a crucial role in a wide range of biological functions, including cell-cell recognition, immune response modulation, inflammation, and development.

The sialylation process begins with the activation of sialic acid by the enzyme CMP-sialic acid synthetase, which converts sialic acid into its nucleotide-activated form, CMP-sialic acid. This activated form serves as the donor substrate for sialyltransferases. Sialyltransferases then utilize CMP-sialic acid to transfer sialic acid to the terminal galactose or N-acetylglucosamine residues of glycans. The specificity of sialyltransferases is determined by the acceptor substrate, which can be a specific glycan structure or a specific protein.

Sialylation plays a key role in cell-cell recognition and signaling by modifying the surface properties of cells. For example, sialic acid residues on glycoproteins and glycolipids can interact with lectins, which are carbohydrate-binding proteins that mediate cell adhesion and signaling. Sialylation also plays a crucial role in the immune response by influencing the interaction of immune cells with their target cells. For example, sialylation can modulate the recognition of antigens by antibodies and the activation of immune cells.

In addition to its role in cell-cell recognition and immune response, sialylation is also involved in a variety of other biological processes, including inflammation, development, and disease. For example, sialylation has been implicated in the development of cancer and in the progression of inflammatory diseases.

Sialylation is a complex and highly regulated process that is essential for proper cell function and development. The precise roles of sialylation in different biological contexts are still being investigated, but it is clear that this modification has a profound impact on cellular physiology.'
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Proteins (2)

ProteinDefinitionTaxonomy
CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1A CMP-N-acetylneuraminate-beta-galactosamide-alpha-2,3-sialyltransferase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q11201]Homo sapiens (human)
Beta-galactoside alpha-2,6-sialyltransferase 1A beta-galactoside alpha-2,6-sialyltransferase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:P15907]Homo sapiens (human)

Compounds (12)

CompoundDefinitionClassesRoles
2,3-dihydroxybenzoic acid2,3-dihydroxybenzoic acid : A dihydroxybenzoic acid that is benzoic acid substituted by hydroxy groups at positions 2 and 3. It occurs naturally in Phyllanthus acidus and in the aquatic fern Salvinia molesta.

2,3-dihydroxybenzoic acid: RN given refers to parent cpd

dihydroxybenzoic acid : Any member of the class of hydroxybenzoic acids carrying two phenolic hydroxy groups on the benzene ring and its derivatives.
dihydroxybenzoic acidhuman xenobiotic metabolite;
plant metabolite
protocatechuic acid3,4-dihydroxybenzoic acid : A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.

protocatechuic acid: RN given refers to parent cpd; structure
catechols;
dihydroxybenzoic acid
antineoplastic agent;
EC 1.1.1.25 (shikimate dehydrogenase) inhibitor;
EC 1.14.11.2 (procollagen-proline dioxygenase) inhibitor;
human xenobiotic metabolite;
plant metabolite
gallic acidgallate : A trihydroxybenzoate that is the conjugate base of gallic acid.trihydroxybenzoic acidantineoplastic agent;
antioxidant;
apoptosis inducer;
astringent;
cyclooxygenase 2 inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
geroprotector;
human xenobiotic metabolite;
plant metabolite
beta-resorcylic acidbeta-resorcylic acid: RN given refers to parent cpd; structure
2,5-dihydroxybenzoic acid2,5-dihydroxybenzoic acid : A dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions.

2,5-dihydroxybenzoic acid: RN given refers to parent cpd; a oxidative product of saligenin
dihydroxybenzoic acidEC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
fungal metabolite;
human metabolite;
MALDI matrix material;
mouse metabolite
veratric acid3,4-dimethoxybenzoic acid : A member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3.

veratric acid: RN given refers to parent cpd; structure
benzoic acidsallergen;
plant metabolite
methyl gallatemethyl 3,4,5-trihydroxybenzoate : A gallate ester obtained by the formal condensation of gallic acid with methanol. It exhibits anti-oxidant, anti-tumor, anti-microbial and anti-inflammatory properties.

methyl gallate: has both immunosuppressive and phytogenic antineoplastic activities; isolated from Acer saccharinum
gallate esteranti-inflammatory agent;
antioxidant;
plant metabolite
3,4,5-trimethoxybenzoic acid3,4,5-trimethoxybenzoic acid : A benzoic acid derivative carrying 3-, 4- and 5-methoxy substituents.

3,4,5-trimethoxybenzoic acid: RN given refers to parent cpd; structure
benzoic acids;
methoxybenzenes
human urinary metabolite;
human xenobiotic metabolite;
plant metabolite
syringic acidsyringic acid : A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.

syringic acid: RN given refers to parent cpd; structure in third source
benzoic acids;
dimethoxybenzene;
phenols
plant metabolite
epigallocatechin gallate(-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.

epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis)
flavans;
gallate ester;
polyphenol
antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
cytidine monophosphate n-acetylneuraminic acidCMP-N-acetyl-beta-neuraminic acid : A nucleotide sugar used as a donor by glycosyltransferases for the synthesis of sugar chains

Cytidine Monophosphate N-Acetylneuraminic Acid: A nucleoside monophosphate sugar which donates N-acetylneuraminic acid to the terminal sugar of a ganglioside or glycoprotein.
CMP-N-acyl-beta-neuraminic acidmouse metabolite
guanosine diphosphateGuanosine Diphosphate: A guanine nucleotide containing two phosphate groups esterified to the sugar moiety.guanosine 5'-phosphate;
purine ribonucleoside 5'-diphosphate
Escherichia coli metabolite;
mouse metabolite;
uncoupling protein inhibitor