1.0 2011-09-21 01:37:53 UTC 2018-05-29 01:54:29 UTC FDB028319 7-Methyladenine 7-Methyladenine is part of the base excision repair pathway. In this pathway, alkylated DNA is hydrolysed via the enzyme DNA-3-methyladenine glycosylase II (EC 3.2.2.21), releasing 3-methyladenine, 3-methylguanine, 7-methylguanine and 7-methyladenine. This enzyme is responsible for the hydrolysis of the deoxyribose N-glycosidic bond to excise 3-methyladenine, and 7-methylguanine from the damaged DNA polymer formed by alkylation lesions. (Pathway Commons) Base excision repair (BER) is a cellular mechanism that repairs damaged DNA throughout the cell cycle. Repairing DNA sequence errors is necessary so that mutations are not propagated or to remove lesions that may lead to breaks in the DNA during replication. Single bases in DNA can be chemically mutated, for example by deamination or alkylation, resulting in incorrect base-pairing, and consequently, mutations in the DNA. Base excision repair involves flipping the mutated base out of the DNA helix and repairing the base alone. There are two main enzymes used, DNA glycosylases and AP endonucleases. The DNA glycosylase is used to break the beta-N glycosidic bond to create an AP site. AP endonuclease recognizes this site and nicks the damaged DNA on the 5' side (upstream) of the AP site creating a free 3'-OH. DNA polymerase, Pol I (human pol beta), extends the DNA from the free 3'-OH using its exonuclease activity to replace the nucleotide of the damaged base, as well as a few downstream, followed by sealing of the new DNA strand by DNA ligase. In mammalian cells, this is done by LigIII in complex with the scaffold protein XRCC1. Usually, BER is divided into short-patch repair (where a single nucleotide is replaced) or long-patch repair (where 2-10 nucleotides are replaced). Mammalian long-patch repair includes PCNA and pol delta/epsilon for nucleotide resynthesis, FEN1 to cut of the 'flap' including the damaged base, and LigI. [HMDB] 6-Amino-7-methylpurine 7-Methyl-7H-purin-6-amine 7-methyl-7H-purin-6-amine (ACD/Name 4.0) 7-methyl-7H-purin-6-ylamine (ACD/Name 4.0) 7-methyl-N7-Methyladenine 7-Methyladenine C6H7N5 149.1533 149.070145249 7-methyl-7H-purin-6-amine 7-methyladenine 935-69-3 CN1C=NC2=NC=NC(N)=C12 InChI=1S/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9) HCGHYQLFMPXSDU-UHFFFAOYSA-N belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. 6-aminopurines Organic compounds Organoheterocyclic compounds Imidazopyrimidines Purines and purine derivatives Aromatic heteropolycyclic compounds Aminopyrimidines and derivatives Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Imidolactams N-substituted imidazoles Organopnictogen compounds Primary amines 6-aminopurine Amine Aminopyrimidine Aromatic heteropolycyclic compound Azacycle Azole Heteroaromatic compound Hydrocarbon derivative Imidazole Imidolactam N-substituted imidazole Organic nitrogen compound Organonitrogen compound Organopnictogen compound Primary amine Pyrimidine a purine base methyladenine Solid logp -0.09 ALOGPS logs -1.51 ALOGPS solubility 4.66e+00 g/l ALOGPS logp -0.35 ChemAxon pka_strongest_basic 3.6 ChemAxon iupac 7-methyl-7H-purin-6-amine ChemAxon average_mass 149.1533 ChemAxon mono_mass 149.070145249 ChemAxon smiles CN1C=NC2=NC=NC(N)=C12 ChemAxon formula C6H7N5 ChemAxon inchi InChI=1S/C6H7N5/c1-11-3-10-6-4(11)5(7)8-2-9-6/h2-3H,1H3,(H2,7,8,9) ChemAxon inchikey HCGHYQLFMPXSDU-UHFFFAOYSA-N ChemAxon polar_surface_area 69.62 ChemAxon refractivity 43.12 ChemAxon polarizability 14.29 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 4 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1979 Specdb::MsIr 2530 Specdb::MsIr 2531 Specdb::MsIr 2532 Specdb::CMs 11239 Specdb::CMs 170666 Specdb::NmrOneD 2045 Specdb::NmrOneD 93472 Specdb::NmrOneD 93473 Specdb::NmrOneD 93474 Specdb::NmrOneD 93475 Specdb::NmrOneD 93476 Specdb::NmrOneD 93477 Specdb::NmrOneD 93478 Specdb::NmrOneD 93479 Specdb::NmrOneD 93480 Specdb::NmrOneD 93481 Specdb::NmrOneD 93482 Specdb::NmrOneD 93483 Specdb::NmrOneD 93484 Specdb::NmrOneD 93485 Specdb::NmrOneD 93486 Specdb::NmrOneD 93487 Specdb::NmrOneD 93488 Specdb::NmrOneD 93489 Specdb::NmrOneD 93490 Specdb::NmrOneD 93491 Specdb::NmrOneD 166361 Specdb::NmrOneD 166552 Specdb::MsMs 48033 Specdb::MsMs 48034 Specdb::MsMs 48035 Specdb::MsMs 146058 Specdb::MsMs 146059 Specdb::MsMs 146060 Specdb::MsMs 2317199 Specdb::MsMs 2317200 Specdb::MsMs 2317201 Specdb::MsMs 2622281 Specdb::MsMs 2622282 Specdb::MsMs 2622283 HMDB11614 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 DNA-3-methyladenine glycosylase P29372 MPG