5132-79-6 Usage
Description
N1-METHYL-2'-DEOXYGUANOSINE, also known as 1-Methyl-2'-deoxyguanosine, is a modified nucleoside derived from the reaction of 2'-Deoxyguanosine with N-Nitroso-N-methyl-N'-phenylurea in methanol. It serves as a model for the alkylation of DNA, which is a crucial aspect in understanding the chemical modifications that can occur within the genetic material.
Uses
Used in Chemical Research:
N1-METHYL-2'-DEOXYGUANOSINE is used as a model compound for [studying the alkylation of DNA] because it helps researchers understand the chemical reactions and modifications that can occur within the DNA molecule.
Used in Pharmaceutical Industry:
N1-METHYL-2'-DEOXYGUANOSINE is used as a research tool for [developing new drugs and therapies] as it provides insights into the alkylation process, which can be targeted for the development of novel therapeutic agents.
Used in Environmental Monitoring:
N1-METHYL-2'-DEOXYGUANOSINE is used as a biomarker for [detecting and monitoring environmental exposure to alkylating agents] since its formation is indicative of DNA alkylation, which can be caused by certain environmental pollutants or chemicals.
Used in Cancer Research:
N1-METHYL-2'-DEOXYGUANOSINE is used as a research compound for [investigating the role of DNA alkylation in cancer development] as the alkylation of DNA can lead to mutations and contribute to the onset of cancer.
Check Digit Verification of cas no
The CAS Registry Mumber 5132-79-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,3 and 2 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5132-79:
(6*5)+(5*1)+(4*3)+(3*2)+(2*7)+(1*9)=76
76 % 10 = 6
So 5132-79-6 is a valid CAS Registry Number.
InChI:InChI=1/C11H15N5O4/c1-15-10(19)8-9(14-11(15)12)16(4-13-8)7-2-5(18)6(3-17)20-7/h4-7,17-18H,2-3H2,1H3,(H2,12,14)
5132-79-6Relevant articles and documents
The mechanism of decomposition of N-methyl-N-nitrosourea (MNU) in water and a study of its reactions with 2'-deoxyguanosine, 2'-deoxyguanosine 5'-monophosphate and d(GTGCAC)
Golding, Bernard T.,Bleasdale, Christine,McGinnis, Joseph,Mueller, Susanna,Rees, Hue Thu,Rees, Nicholas H.,Farmer, Peter B.,Watson, William P.
, p. 4063 - 4082 (2007/10/03)
The carcinogenicity of N-methyl-N-nitrosourea (MNU) arises, from its ability to methylate DNA, This occurs in an aqueous environment and therefore an appreciation of the mode of decomposition of MNU in water is essential to understanding the mechanism of DNA methylation and its base sequence dependence. The kinetics of MNU hydrolyses are shown to be first order in MNU with a steep rise in rate above pH 8. Using NMR for in situ monitoring of reaction intermediates and products from hydrolyses of [13CO]MNU, [15NH2]MNU and [13CH3]MNU, it is proved that base-induced hydrolysis of MNU is initiated by deprotonation at the carbamoyl group. The critical reactive species are shown to be the methyldiazonium ion (Me-N2+) and cyanate (NCO-). Investigations of reactions of [13CH3]MNU with 2'-deoxyguanosine (dGuo) and 2-deoxyguanosine 5'-monophosphate (dGuo-5P) showed that: a) the site of methylation of dGuo is highly pH-dependent (relatively more N-1 and O6-methylation compared to N-7 occurs at higher pH; b) the principal site of methylation of dGuo-5P by MNU is at phosphate; c) incorporation of deuterium into methyl groups occurs in D2O at higher pH. Methylation of the oligonucleotide d(GT[15N]GCAC) by MNU in D2O showed partial deuteriation of the N7-methyl groups of the guanines, whilst methylation by MNU in water indicated no significant preference for either guanine with respect to N7-methylation.