Guanine alkylation
WebThe 7‐nitrogen (N7) and 6‐oxygen (O6) of guanine have been shown to be particularly susceptible to attack by electrophilic compounds. There are several possible consequences of N7 guanine alkylation: Cross‐linkage – bifunctional agents may form covalent bonds … WebIt base-pairs to thymine rather than cytosine, causing a G:C to A:T transition in DNA. Formation [ edit] 6- O -Methylguanine is formed in DNA by alkylation of the oxygen atom of guanine, most often by N-nitroso compounds (NOC) [2] and sometimes due to methylation by other compounds such as endogenous S-adenosyl methionine. [3]
Guanine alkylation
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WebJan 1, 2024 · Cu(i) carbenes derived from α-diazocarbonyl compounds lead to selective alkylation of the O6position in guanine (O6-G) in mono- and oligonucleotides. Only purine-type lactam oxygens are targeted – other types of amides or lactams are poorly reactive under conditions that give smooth alkylation of guanine. WebAlkylation of guanine or other bases results in abnormal base pairing as well as the excision of these bases, which in turn leads to strand breakage. Alkylating agents are considered to be cell cycle phase nonspecific, with cells in G 1 and S phases being most …
WebFour principal products ofkylation of DNA by the nitrogen mustard bis(2-chloroethyl)methylamine (mechlorethamine; HN2) gave four principal products, derived by mono-alkylation of guanine at N-7 and adenine atN-3 and by cross-linking of Guanine to guaninea or guanines to adenines at these positions. Expand WebJan 1, 2024 · Alkylating agents used as anticancer drugs are capable of reacting with biological molecules such as DNA and proteins, and disrupt cellular function by either killing the cell or by preventing its growth. The most common biological functional moiety alkylated by these compounds is guanine, a nucleobase.
WebJul 25, 2016 · 描述了1,5-脱水己糖醇核苷的合成。这些核苷类似物是通过在甲苯磺酰脲(Mitsunobu)条件下用甲苯磺酸酯10使杂环碱烷基化或通过用醇12使碱烷基化而获得的。评价化合物的抗病毒和细胞抑制活性。对于1,5-脱水-2,3-二脱氧-2-(5-碘尿嘧啶-1-基)-D注意到对1型单纯疱疹病毒(HSV-1)和2型单纯疱疹病毒(HSV ... WebApr 14, 2024 · Alkylation results in the formation of DNA adducts , including methyl methanesulfonate, ethyl methanesulfonate, methylnitrosourea and N-methyl-N’-nitro-N-nitrosoguanidine . Nitrogenous base rings and the N3 of adenine and N7 of guanine are particularly susceptible to electrophilic alkylating agents, although all DNA bases are …
WebThe radical-based alkylation of 8-bromoguanosine (1a) and 8-bromo-2′-deoxyguanosine (1b) at the C8 position has been investigated in aqueous solutions. Alkyl radicals were generated by scavenging of the primary species of γ-radiolysis by the alcohol substrate. …
WebJul 21, 2012 · Most alkylation events due to mitomycin are monoalkylations,26 but in some cases elimination of the carbamate group generates an electrophilic iminium species, which undergoes a second alkylation by attack from a guanine 2-amino group and leads to … christoph marx leverkusenWebAs for guanine samples, the highest signal for 2dGO was obtained with the CHCA MALDI matrix (1.72 × 10 6 a.u. vs. 8.10 × 10 4 a.u. in control, Figure 3E). The analysis of 2dGO also revealed the presence of another peak at m/z 152 corresponding to the guanine moiety of the compound, thus revealing fragmentation processes during the analyses. christoph matterWebSep 1, 1992 · Mechanism of C8 alkylation of guanine residues by activated arylamines: evidence for initial adduct formation at the N7 position. W G Humphreys, F F Kadlubar, and F P Guengerich Authors Info & Affiliations September 1, 1992 89 ( 17) 8278-8282 … christoph matterneWebJun 14, 2024 · DNA alkylation may occur naturally or as the result of alkylating agents which are the mainstay of glioma treatment. The most cytotoxic product of DNA alkylation, O6-methylguanine, is formed by methylation of guanine residues and acts as both a mutagen and carcinogen. gf lady\u0027s-thumbWebGuanine that is mostly in its amino-oxo (N9-H keto) form (Figure 4.1.6) in DNA can also exist in other keto or amino-hydroxy (enol) forms (Figure 4.1.6).LIF, hole-burning R2PI and IR/R2PI (see Section 2.1.4) [72, 73], supported by calculations conducted at the MP2 … gflagsconfig.cmakeWebGuanine is attached by a 5′–5′ triphosphate linkage to the first nucleotide of the nascent transcript, which is usually a purine ( Figure 4a ). In brief, RNA triphosphatase catalyzes the cleavage of the 5′-γ-phosphate group followed by RNA guanylyltransferase activity that uses GTP hydrolysis to form GTP–RNA transcript cap structure ( Figure 4a ). gflags catkingf laboratory\u0027s