Page last updated: 2024-10-24
S-adenosyl-L-methionine binding
Definition
Target type: molecularfunction
Binding to S-adenosyl-L-methionine. [GO_REF:0000067, GOC:BHF, GOC:hal, GOC:TermGenie, PMID:22985361]
S-adenosyl-L-methionine (SAM) binding is a critical molecular function in numerous cellular processes, playing a vital role in various metabolic and regulatory pathways. SAM acts as a methyl donor in a wide range of enzymatic reactions, including DNA methylation, RNA methylation, protein methylation, and the biosynthesis of numerous essential molecules.
The SAM-binding domain typically exhibits a characteristic fold with a conserved motif that facilitates the interaction with SAM. The binding process often involves the recognition of the sulfonium group of SAM, which is stabilized by electrostatic interactions with positively charged residues within the binding pocket.
The binding of SAM to its target protein can trigger conformational changes, leading to activation or inhibition of the enzyme's catalytic activity. In some cases, SAM binding can also serve as a regulatory mechanism, controlling the accessibility of the active site for other substrates.
Beyond its role in methyl transfer reactions, SAM binding can also influence the function of proteins through other mechanisms. For instance, in some cases, SAM binding can stabilize protein structure or promote protein-protein interactions.
The precise molecular details of SAM binding can vary depending on the specific protein involved, but the fundamental principles of recognition and binding are conserved across a broad range of enzymes and regulatory proteins.'
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Proteins (8)
| Protein | Definition | Taxonomy |
|---|---|---|
| Glycine N-methyltransferase | A glycine N-methyltransferase that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q14749] | Homo sapiens (human) |
| Histone-lysine N-methyltransferase SUV39H2 | A histone-lysine N-methyltransferase SUV39H2 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q9H5I1] | Homo sapiens (human) |
| Protein arginine N-methyltransferase 1 | A protein arginine N-methyltransferase 1 that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q99873] | Homo sapiens (human) |
| Histone-lysine N-methyltransferase KMT5C | A histone-lysine N-methyltransferase KMT5C that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q86Y97] | Homo sapiens (human) |
| N6-adenosine-methyltransferase catalytic subunit | An N6-adenosine-methyltransferase catalytic subunit that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q86U44] | Homo sapiens (human) |
| Histone-lysine N-methyltransferase KMT5B | A histone-lysine N-methyltransferase KMT5B that is encoded in the genome of human. [PRO:DNx, UniProtKB:Q4FZB7] | Homo sapiens (human) |
| Thiopurine S-methyltransferase | A thiopurine S-methyltransferase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P51580] | Homo sapiens (human) |
| Cystathionine beta-synthase | A cystathionine beta-synthase that is encoded in the genome of human. [PRO:DNx, UniProtKB:P35520] | Homo sapiens (human) |
Compounds (46)
| Compound | Definition | Classes | Roles |
|---|---|---|---|
| 4-hydroxybenzoic acid | 4-hydroxybenzoic acid : A monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. | monohydroxybenzoic acid | algal metabolite; plant metabolite |
| aminooxyacetic acid | (aminooxy)acetic acid : A member of the class of hydroxylamines that is acetic acid substituted at postion 2 by an aminooxy group. It is a compound which inhibits aminobutyrate aminotransferase activity in vivo, resulting in increased levels of gamma-aminobutyric acid in tissues. Aminooxyacetic Acid: A compound that inhibits aminobutyrate aminotransferase activity in vivo, thereby raising the level of gamma-aminobutyric acid in tissues. | amino acid; hydroxylamines; monocarboxylic acid | anticonvulsant; EC 2.6.1.19 (4-aminobutyrate--2-oxoglutarate transaminase) inhibitor; EC 4.2.1.22 (cystathionine beta-synthase) inhibitor; nootropic agent |
| 3-chlorobenzoic acid | monochlorobenzoic acid | drug metabolite | |
| 4-aminobenzoic acid | 4-aminobenzoic acid : An aminobenzoic acid in which the amino group is para to the carboxy group. 4-Aminobenzoic Acid: An aminobenzoic acid isomer that combines with pteridine and GLUTAMIC ACID to form FOLIC ACID. The fact that 4-aminobenzoic acid absorbs light throughout the UVB range has also resulted in its use as an ingredient in SUNSCREENS. 4-ammoniobenzoate : A zwitterion obtained by transfer of a proton from the carboxy to the amino group of 4-aminobenzoic acid. | aminobenzoic acid; aromatic amino-acid zwitterion | allergen; Escherichia coli metabolite; plant metabolite |
| aurintricarboxylic acid | aurintricarboxylic acid : A member of the class of quinomethanes that is 3-methylidene-6-oxocyclohexa-1,4-diene-1-carboxylic acid in which the methylidene hydrogens are replaced by 4-carboxy-3-hydroxyphenyl groups. The trisodium salt is the biological stain 'chrome violet CG' while the triammonium salt is 'aluminon'. Aurintricarboxylic Acid: A dye which inhibits protein biosynthesis at the initial stages. The ammonium salt (aluminon) is a reagent for the colorimetric estimation of aluminum in water, foods, and tissues. | monohydroxybenzoic acid; quinomethanes; tricarboxylic acid | fluorochrome; histological dye; insulin-like growth factor receptor 1 antagonist |
| fluorescite | fluorescein (acid form) : A xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer. | benzoic acids; cyclic ketone; hydroxy monocarboxylic acid; organic heterotricyclic compound; phenols; xanthene dye | fluorescent dye; radioopaque medium |
| hypericin | |||
| pentamidine | pentamidine : A diether consisting of pentane-1,5-diol in which both hydroxyl hydrogens have been replaced by 4-amidinophenyl groups. A trypanocidal drug that is used for treatment of cutaneous leishmaniasis and Chagas disease. Pentamidine: Antiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of PNEUMOCYSTIS pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects. | aromatic ether; carboxamidine; diether | anti-inflammatory agent; antifungal agent; calmodulin antagonist; chemokine receptor 5 antagonist; EC 2.3.1.48 (histone acetyltransferase) inhibitor; NMDA receptor antagonist; S100 calcium-binding protein B inhibitor; trypanocidal drug; xenobiotic |
| saccharin | saccharin : A 1,2-benzisothiazole having a keto-group at the 3-position and two oxo substituents at the 1-position. It is used as an artificial sweetening agent. Saccharin: Flavoring agent and non-nutritive sweetener. | 1,2-benzisothiazole; N-sulfonylcarboxamide | environmental contaminant; sweetening agent; xenobiotic |
| suramin | suramin : A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years. Suramin: A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties. | naphthalenesulfonic acid; phenylureas; secondary carboxamide | angiogenesis inhibitor; antinematodal drug; antineoplastic agent; apoptosis inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; GABA antagonist; GABA-gated chloride channel antagonist; purinergic receptor P2 antagonist; ryanodine receptor agonist; trypanocidal drug |
| 4-nitrobenzoic acid | 4-nitrobenzoic acid : A nitrobenzoic acid having the nitro group at the 4-position. 4-nitrobenzoic acid: RN given refers to parent cpd | nitrobenzoic acid | |
| alizarin | dihydroxyanthraquinone | chromophore; dye; plant metabolite | |
| 4-chlorobenzoic acid | 4-chlorobenzoic acid : A monochlorobenzoic acid carrying a chloro substituent at position 4. 4-chlorobenzoic acid: RN given refers to parent cpd | monochlorobenzoic acid | bacterial xenobiotic metabolite |
| 7-amino-4-hydroxy-2-naphthalenesulfonic acid | 7-amino-4-hydroxy-2-naphthalenesulfonic acid : An aminonaphthalenesulfonic acid that is 2-naphthalenesulfonic acid substituted by an amino group at position 7 and a hydroxy group at position 4 respectively. 7-amino-4-hydroxy-2-naphthalenesulfonic acid: structure given in first source | aminonaphthalenesulfonic acid; naphthols | metabolite |
| 1-naphthol-8-amino-3,6-disulfonic acid | 1-naphthol-8-amino-3,6-disulfonic acid: dye and found in industrial waste | ||
| veratric acid | 3,4-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 acids | allergen; plant metabolite |
| 4-tert-butylbenzoic acid | 4-tert-butylbenzoic acid: RN given refers to parent cpd | alkylbenzene | |
| 3-toluic acid | 3-toluic acid: RN given refers to parent cpd; structure | methylbenzoic acid | human xenobiotic metabolite |
| 3,5-dinitrobenzoic acid | 3,5-dinitrobenzoic acid : A member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 3 and 5 are replaced by nitro groups. | benzoic acids; C-nitro compound | |
| 4-toluic acid | 4-toluic acid: RN given refers to parent cpd; structure p-toluic acid : A methylbenzoic acid in which the methyl substituent is located at position 4. | methylbenzoic acid | |
| 4-anisic acid | 4-methoxybenzoic acid : A methoxybenzoic acid substituted with a methoxy group at position C-4. 4-methoxybenzoic acid: structure in first source | methoxybenzoic acid | plant metabolite |
| vanillic acid | vanillic acid : A monohydroxybenzoic acid that is 4-hydroxybenzoic acid substituted by a methoxy group at position 3. Vanillic Acid: A flavoring agent. It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. (J Biotechnol 1996;50(2-3):107-13). | methoxybenzoic acid; monohydroxybenzoic acid | plant metabolite |
| 3-nitrobenzoic acid | 3-nitrobenzoic acid: RN given refers to parent cpd | ||
| carzenide | sulfonamide | ||
| methyl red | methyl red : An azo dye consisting of benzoic acid substituted at position 2 by a 4-[(dimethylamino)phenyl]diazenyl group. methyl red: RN given refers to parent cpd; structure | ||
| 3,5-dimethylbenzoic acid | 3,5-dimethylbenzoic acid : A dimethylbenzoic acid in which the two methyl groups are located at positions 3 and 5. | dimethylbenzoic acid | |
| 3-methoxybenzoic acid | methoxybenzoic acid | flavouring agent; human urinary metabolite | |
| isovanillic acid | 3-hydroxy-4-methoxybenzoic acid : A methoxybenzoic acid that is 4-methoxybenzoic acid bearing a hydroxy substituent at position 3. | methoxybenzoic acid; monohydroxybenzoic acid | antibacterial agent; plant metabolite |
| s-adenosylmethionine | acylcarnitine: structure in first source S-adenosyl-L-methioninate : A sulfonium betaine that is a conjugate base of S-adenosyl-L-methionine obtained by the deprotonation of the carboxy group. | sulfonium betaine | human metabolite |
| hexamidine | hexamidine : A polyether that is the bis(4-guanidinophenyl) ether of hexane-1,6-diol. | aromatic ether; guanidines; polyether | antimicrobial agent; antiseptic drug |
| sinefungin | adenosines; non-proteinogenic alpha-amino acid | antifungal agent; antimicrobial agent | |
| fluorone black | fluorone Black: structure | ||
| 3,4-dimethoxy-5-hydroxybenzoic acid | 3,4-dimethoxy-5-hydroxybenzoic acid: thiopurine methyltransferase inhibitor | trihydroxybenzoic acid | |
| 3,5-dihydroxy-4-methoxybenzoic acid | 3,5-dihydroxy-4-methoxybenzoic acid: catechol methyltransferase inhibitor; N1 same as NM | trihydroxybenzoic acid | |
| c.i. direct red 23 | C.I. Direct Red 23: azo dye; structure in first source | ||
| furamidine | furamidine: RN given refers to parent cpd; WR 199385 refers to di-HCl; pafuramidine is a prodrug of this | ||
| s-adenosylhomocysteine | S-adenosyl-L-homocysteine : An organic sulfide that is the S-adenosyl derivative of L-homocysteine. S-Adenosylhomocysteine: 5'-S-(3-Amino-3-carboxypropyl)-5'-thioadenosine. Formed from S-adenosylmethionine after transmethylation reactions. | adenosines; amino acid zwitterion; homocysteine derivative; homocysteines; organic sulfide | cofactor; EC 2.1.1.72 [site-specific DNA-methyltransferase (adenine-specific)] inhibitor; EC 2.1.1.79 (cyclopropane-fatty-acyl-phospholipid synthase) inhibitor; epitope; fundamental metabolite |
| agathisflavone | agathisflavone : A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-6 and C-8 of the two chromene rings. agathisflavone: bis-apigenin coupled at 6 and 8 positions; isolated from the plant Canarium manii; has hepatoprotective activity against carbon tetrachloride-induced hepatotoxicity | biaryl; biflavonoid; hydroxyflavone | antineoplastic agent; antiviral agent; hepatoprotective agent; metabolite |
| cupressuflavone | cupressuflavone : A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-8 of the two chromene rings respectively. Isolated from Cupressus sempervirens and Juniperus occidentalis, it exhibits free radical scavenging and antielastase activities. cupressuflavone: from Cupressus macrocarpa; structure in first source | biflavonoid; hydroxyflavone; ring assembly | EC 3.4.21.37 (leukocyte elastase) inhibitor; metabolite; radical scavenger |
| myricetin | 7-hydroxyflavonol; hexahydroxyflavone | antineoplastic agent; antioxidant; cyclooxygenase 1 inhibitor; food component; geroprotector; hypoglycemic agent; plant metabolite | |
| podocarpusflavone a | podocarpusflavone A: isolated from Podocarpus imbricatus | flavonoid oligomer | |
| stilbamidine | stilbamidine: RN given refers to parent cpd | ||
| mbx 1090 | |||
| rubrolide a | rubrolide A: from Synoicum prunum; structure in first source | ||
| gsk343 | GSK343 : A member of the class of indazoles that is 1-isopropyl-1H-indazole-4-carboxamide in which the nitrogen of the carboxamide group is substituted by a (6-methyl-2-oxo-4-propyl-1,2-dihydropyridin-3-yl)methyl group and in which the indazole ring is substituted at position 6 by a 2-(4-methylpiperazin-1-yl)pyridin-4-yl group. A highly potent and selective EZH2 inhibitor (IC50 = 4 nM). GSK343: an EZH2 methyltransferase inhibitor | aminopyridine; indazoles; N-alkylpiperazine; N-arylpiperazine; pyridone; secondary carboxamide | antineoplastic agent; apoptosis inducer; EC 2.1.1.43 (enhancer of zeste homolog 2) inhibitor |
| 6,7-dimethoxy-2-(pyrrolidin-1-yl)-n-(5-(pyrrolidin-1-yl)pentyl)quinazolin-4-amine | 6,7-dimethoxy-2-(pyrrolidin-1-yl)-N-(5-(pyrrolidin-1-yl)pentyl)quinazolin-4-amine: a SETD8 inhibitor; structure in first source |