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2.1.1.37: DNA (cytosine-5-)-methyltransferase

This is an abbreviated version!
For detailed information about DNA (cytosine-5-)-methyltransferase, go to the full flat file.

Word Map on EC 2.1.1.37

Reaction

S-adenosyl-L-methionine
+
DNA containing cytosine
=
S-adenosyl-L-homocysteine
 +
DNA containing 5-methylcytosine

Synonyms

5-cytosine DNA methyltransferase, C5 MTase, C5-MTase, CG recognizing DNA methyltransferase SssI, CMT1, CMT3, cytosine 5-methyltransferase, cytosine carbon 5 DNA methyltransferase, cytosine DNA methylase, cytosine DNA methyltransferase, cytosine DNA MTase, cytosine-5 methyltransferase, cytosine-specific DNA methyltransferase, DCM, DCMT, deoxyribonucleate methylase, deoxyribonucleate methyltransferase, deoxyribonucleic (cytosine-5-)-methyltransferase, deoxyribonucleic acid (cytosine-5-)-methyltransferase, deoxyribonucleic acid methylase, deoxyribonucleic acid methyltransferase, deoxyribonucleic acid modification methylase, deoxyribonucleic methylase, DMT1, DNA (cytosine-5) methyltransferase, DNA (cytosine-5)-methyltransferase 1, DNA (cytosine-5)-methyltransferase 2, DNA (cytosine-5)-methyltransferase 3A, DNA (cytosine-5)-methyltransferase 3B, DNA (cytosine-5-)-methyltransferase 3A, DNA (cytosine-C5) methyltransferase, DNA 5-cytosine methylase, DNA cytosine C(5)-methyltransferase, DNA cytosine c5 methylase, DNA cytosine methylase, DNA cytosine methyltransferase, DNA cytosine-5 methyltransferase 1, DNA cytosine-5-methyltransferase 1, DNA cytosine-5-methyltransferase 3A, DNA cytosine-5-methyltransferase 3B, DNA methylase, DNA methyltransferase, DNA methyltransferase 1, DNA methyltransferase 3a, DNA methyltransferase-1, DNA MTase, DNA transmethylase, DNA-cytosine 5-methylase, DNA-cytosine methyltransferase, DNA-methyltransferase, DNMT, Dnmt1, Dnmt1 DNA-(cytosine-C5)-methyltransferase, DNMT1 methyltransferase, Dnmt1o, Dnmt2, Dnmt3, Dnmt3a, DNMT3B, DNMT3b2, DNMTB, DRM1/2, EC 2.1.1.73, EcoRI methylase, EcoRII DNA-cytosine methylase, EhMeth, hDNMT1, hhaIM, HpaII, M.BssHII, M.BsuRIa, M.BsuRIb, M.EcoHK31l, M.HhaI, M.HhaIII, M.MpeI, M.MspI, M.SsoII, M.Ssp6803I, M.SssI, MarII, MET1, MET1B, methylphosphotriester-DNA methyltransferase, methyltransferase, deoxyribonucleate, More, MspI DNA methyltransferase, MYPE4940, NSUN2, Nt-DRM1, SinI DNA methyltransferase, SsoII, ssoIIM, SSSI, sssIM, ssssIM, type II DNA methylase, Z2389, Zmt3

ECTree

     2 Transferases
         2.1 Transferring one-carbon groups
             2.1.1 Methyltransferases
                2.1.1.37 DNA (cytosine-5-)-methyltransferase

Inhibitors

Inhibitors on EC 2.1.1.37 - DNA (cytosine-5-)-methyltransferase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(-)-epigallocatechin-3-gallate
-
competitive, the inhibitor can form hydrogen bonds with Pro1223, Glu1265, Cys1225, Ser1229 and Arg1309. Hypermethylation of CpG islands in the promoter regions is an important mechanism to silence the expression of many important genes in cancer. (-)-Epigallocatechin-3-gallate can inhibit DNMT activity and reactivate methylation-silenced genes in cancer cells
(N4-fluoroacetyl-5-azacytidine)
efficient inhibitor of DNA methylation in human tumor cell lines
2'-dC
-
binding modelling, overview
2'-deoxy-5-aza-cytidine
-
binding modelling, overview
2-(1H)-pyrimidinone riboside
-
i.e. zebularine, is a more stable, less cytotoxic inhibitor compared to 5-azacytidine probably due to differing stability and reversibility of the covalent bonds. The ternary complexes between the enzyme, 2-(1H)-pyrimidinone inhibitor, and the cofactor S-adenosyl-L-methionine are maintained through the formation of a reversible covalent interaction
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-chloro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
-
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-fluoro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
-
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-iodo-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
-
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-methoxy-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
-
2-amino-4-([[(2S,3S,4R,5R)-5-(6-amino-2-methyl-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl]sulfanyl)butanoic acid
-
2-amino-4-[([(2S,3S,4R,5R)-5-[6-amino-2-(methylsulfanyl)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl]methyl)sulfanyl]butanoic acid
-
2-pyrimidinone
forms a part of inhibitor 1,2-dihydropyrimidin-2-one-5-methylene-(methylsulfonium)-adenosyl, bindng structure and mechanism, overview
5'-(3-aminopropylthio)-5'-deoxyadenosine
5'-(3-carboxypropylthio)-5'-deoxyadenosine
5-aza-2'-deoxycytidine
5-aza-cytosine
-
5-azacytidine
5-Azacytosine
-
mechanism-based inhibitor
5-fluorocytosine
6-thioguanine
asCEBPA-1 RNA
competitive with respect to substrate (CMeGG-CCG)12
-
asCEBPA-2 RNA
mixed inhibition
-
asCEPA-1HPE RNA
competitive with respect to substrate (CMeGG-CCG)12
-
asCEPA-2HPE RNA
competitive with respect to substrate (CMeGG-CCG)12
-
Ca2+
-
above 1 mM
curcumin
-
-
decitabine
-
binding modelling, overview
EDTA
-
above 10 mM
hydralazine
iodoacetamide
-
-
Mg2+
1 mM, slight inhibition, Dnmt3a; 1 mM, slight inhibition, Dnmt3b
miR-127-3p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-145-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-146a-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-155-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12; micro-RNA. Exogenous miR-155-5p in cells inhibits DNMT1 and induces aberrant DNA methylation of the genome
-
miR-16-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-17-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-19b-3p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-20a-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-21-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-373-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-9-3p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-9-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-92-1-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-92a-1-5p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
miR-92a-3p
micro-RNA, competitive with respect to substrate (CMeGG-CCG)12
-
Mn2+
strong inhibition, Dnmt3a; strong inhibition, Dnmt3b
native DNA
-
non-competitive inhibitor against S-adenosyl-L-methionine
-
Ni2+
strong inhibition, Dnmt3a; strong inhibition, Dnmt3b
Nicotine
-
decreases glutamic acid decarboxylase 67 promoter methylation by DMT1 in GABAergic interneurons
NSC 106084
-
inhibition of Dnmt1
NSC 137546
-
inhibition of Dnmt1
NSC 138419
-
inhibition of Dnmt1
NSC 14778
-
inhibition of Dnmt1; inhibition of Dnmt3b
NSC 158324
-
inhibition of Dnmt1
NSC 319745
-
inhibition of Dnmt1
NSC 348926
-
slight inhibition of Dnmt1
NSC 408488
-
inhibition of Dnmt1
NSC 54162
-
inhibition of Dnmt1
NSC 56071
-
inhibition of Dnmt1
NSC 57893
-
inhibition of Dnmt1
NSC 622444
-
inhibition of Dnmt1
oligodeoxyribonucleotides containing 2-(1H)-pyrimidinone
-
oligodeoxyribonucleotides containing 2-aminopurine
-
-
-
oligodeoxyribonucleotides containing 5-azacytidine
-
5-azacytosine oligodeoxyribonucleotides form complexes with C5 DNA methyltransferases that are irreversible when the 5-azacytosine ring is intact, overview
-
poly[d(G-5-azacytidine)]
-
-
-
procainamide
-
binding modelling, overview
procaine
-
binding modelling, overview
putrescine
-
1 mM, 42% inhibition
retinoblastoma gene product
-
a negative regulator of DNA methylation, binds to the allosteric site of hDNMT1 and inhibits methylation, it may regulate methylation spreading
-
RG108
-
slight inhibition of Dnmt1
S-(1-deazaadenosyl)-L-homocysteine
-
S-(2'-deoxy-b -D-ribofuranosyladenosin-5'-yl)-L-homocysteine
-
S-(2'-deoxy-beta-D-ribofuranosyladenosin-5'-yl)-L-homocysteine
-
S-(3-deazaadenosyl)-L-homocysteine
-
S-(8-azaadenosyl)-L-homocysteine
-
S-(N-(2-biphenyl-4-ylethyl)-2-chloroadenosyl)-L-homocysteine
-
S-(N-(2-biphenyl-4-ylethyl)adenosyl)-L-homocysteine
-
S-(N-(3,5-dimethoxybenzyl)adenosyl)-L-homocysteine
-
S-(N-(pyridin-4-ylmethyl)adenosyl)-L-homocysteine
-
S-(N-benzyladenosyl)-L-homocysteine
-
S-(N-phenyladenosyl)-L-homocysteine
-
S-(N-phenylethyladenosyl)-L-homocysteine
-
S-(N-phenylpropyladenosyl)-L-homocysteine
-
S-(N6 -benzoyladenosin-5'-yl)-L-homocysteine
-
S-(N6-benzoyladenosin-5'-yl)-L-homocysteine
-
S-adenosin-5'-yl-L-homocysteine methylamide
S-adenosyl-L-ethionine
S-adenosyl-L-homocysteine
S-cytid-5'-yl-L-homocysteine
S-inosin-5'-yl-L-homocysteine
S-inosinylhomocysteine
-
S-nebularinehomocysteine
-
S-Tubercidinylhomocysteine
-
spermidine
spermine
[1,2-dihydropyrimidin-2-one]-5-methylene-(methylsulfonium)-adenosyl
with 2-pyrimidinone ring
additional information
-