6-METHYLADENINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H7N5
Molecular Weight	149.1533
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC1=NC=NC2=C1N=CN2

InChI

InChIKey=CKOMXBHMKXXTNW-UHFFFAOYSA-N

InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)

HIDE SMILES / InChI

Molecular Formula	C6H7N5
Molecular Weight	149.1533
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.	1995 Nov 9	7503772
Adenine-induced selective apoptosis toward HIV chronically infected cells in vitro.	2000 Jul 14	10891366
mRNA:guanine-N7 cap methyltransferases: identification of novel members of the family, evolutionary analysis, homology modeling, and analysis of sequence-structure-function relationships.	2001	11472630
Identification of a PD-(D/E)XK-like domain with a novel configuration of the endonuclease active site in the methyl-directed restriction enzyme Mrr and its homologs.	2001 Apr 18	11313145
Characterization of AloI, a restriction-modification system of a new type.	2001 Nov 23	11718555
Influence of local duplex stability and N6-methyladenine on uracil recognition by mismatch-specific uracil-DNA glycosylase (Mug).	2002 Dec	12482242
Synthesis and biological evaluation of novel thioapio dideoxynucleosides.	2002 May	11886812
Characterization of the LlaCI methyltransferase from Lactococcus lactis subsp. cremoris W15 provides new insights into the biology of type II restriction-modification systems.	2003 Nov	14600245
DNA-[adenine] methylation in lower eukaryotes.	2005 May	15948708
N6-methyladenine: the other methylated base of DNA.	2006 Mar	16479578
A view of an elemental naturalist at the DNA world (base composition, sequences, methylation).	2007 Dec	18205613
Anion-pi interactions in bisadenine derivatives: a combined crystallographic and theoretical study.	2007 Dec 10	17999495
Mapping sequences by parts.	2007 Sep 19	17880695
Cell death upon epigenetic genome methylation: a novel function of methyl-specific deoxyribonucleases.	2008	19025584
Clocks and switches: bacterial gene regulation by DNA adenine methylation.	2008 Apr	18396448
M1.MboII and M2.MboII type IIS methyltransferases: different specificities, the same target.	2009 Apr	19332813
H1 histone modulates DNA hydrolysis with WEN1 and WEN2 endonucleases from wheat coleoptiles.	2009 Feb	19267669
Expansion of a chromosomal repeat in Escherichia coli: roles of replication, repair, and recombination functions.	2009 Feb 23	19236706
Insensitivity of chloroplast gene expression to DNA methylation.	2009 Jul	19290543
Roles of DNA adenine methylation in host-pathogen interactions: mismatch repair, transcriptional regulation, and more.	2009 May	19175412
Effect of 1-methyladenine on thermodynamic stabilities of double-helical DNA structures.	2009 May 6	19376116
Discrimination of N6-methyl adenine in a specific DNA sequence.	2010 Aug 14	20458423
Screening-based discovery of drug-like O-GlcNAcase inhibitor scaffolds.	2010 Feb 19	20026047
Biosynthesis and molecular genetics of polyketides in marine dinoflagellates.	2010 Mar 31	20479965
Cloning of NruI and Sbo13I restriction and modification sstems in E. coli and amino acid sequence comparison of M.NruI and M.Sbo13I with other amino-methyltransferases.	2010 May 24	20497557
Genomic N(6)-methyladenine determination by MEKC with LIF.	2010 Oct	20925053
Riboswitches as hormone receptors: hypothetical cytokinin-binding riboswitches in Arabidopsis thaliana.	2010 Oct 20	20961447

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:15:21 GMT 2023` Edited by `admin` on `Fri Dec 15 17:15:21 GMT 2023`
Record UNII	W7IBY2BGAX
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

6-METHYLADENINE

Systematic Name

English

9H-PURIN-6-AMINE, N-METHYL-

Systematic Name

English

N-METHYL-9H-PURIN-6-AMINE

Systematic Name

English

6-(N-METHYLAMINO)PURINE

Systematic Name

English

6-(METHYLAMINO)PURINE

Systematic Name

English

ADENINE, N-METHYL-

Systematic Name

English

6-N-METHYLADENINE

Systematic Name

English

N6-METHYLADENINE

Systematic Name

English

1H-PURIN-6-AMINE, N-METHYL-

Systematic Name

English

6-MONO(METHYLAMINO)PURINE

Systematic Name

English

NSC-11580

Code

English

N-METHYL-6-AMINOPURINE

Systematic Name

English

N6-MONOMETHYLADENINE

Systematic Name

English

METHYL(PURIN-6-YL)AMINE

Systematic Name

English

N6-METHYLAMINOPURINE

Common Name

English

METHYLADENINE, (N-6)-

Common Name

English

Code System Code Type Description

NSC

11580