4318-05-2

Basic information

• Product Name: Guanosine, N-acetyl-2'-deoxy-, 3',5'-diacetate
• Synonyms: N2,3',5'-triacetyldeoxyguanosine;2'-deoxy-N2,3',5'-triacetylguanosine;N2,3',5'-triacetyl-2'-deoxyguanosine;Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2-acetylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester;N2,3’,5’-triacetyl-2’-deoxyguanosine;N2-acetyl-2'-deoxyguanosine 3',5'-diacetate;3',5',N2-triacetyl-2'-deoxyguanosine
• CAS NO: 4318-05-2
• Molecular Formula: C16H19N5O7
• Molecular Weight: 393.35100
• Mol File: 4318-05-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Guanosine, N-acetyl-2'-deoxy-, 3',5'-diacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Guanosine, N-acetyl-2'-deoxy-, 3',5'-diacetate(4318-05-2)
• EPA Substance Registry System: Guanosine, N-acetyl-2'-deoxy-, 3',5'-diacetate(4318-05-2)

Safety Data

• Hazardous Substances Data: 4318-05-2(Hazardous Substances Data)

Usage

General Description

Guanosine, N-acetyl-2'-deoxy-, 3',5'-diacetate is a chemical compound that is derived from guanosine, which is a nucleoside involved in the synthesis of RNA and DNA. The N-acetyl-2'-deoxy- modification refers to the presence of an acetyl group on the 2' carbon of the deoxyribose sugar in the molecule. Furthermore, the 3',5'-diacetate modification indicates the presence of acetate groups on the 3' and 5' hydroxyl groups of the ribose sugar. This chemical compound has potential applications in the fields of biochemistry and pharmaceuticals, and its specific properties and uses may vary based on its precise structure and context.

Upstream product

• 16369-01-0 N²-(4,4'-dimethoxytrityl)-2'-deoxyguanosine 
• 108-24-7 acetic anhydride 
• 961-07-9 2'-Deoxyguanosine 
• 961-07-9 2'-deoxyguanosine 

Downstream Products

• 83008-59-7 1-(3-deoxycytidyl) 2-(1-deoxyguanosinyl)ethane 
• 175400-30-3 O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 
• 175400-29-0 O⁶-(2,4,6-triisopropylbenzenesulfonyl)-5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 
• 175400-31-4 O⁶<2-methoxy-6-chloro-9-(ω-pentylamino)>-acridine-5'-O-dimethoxytrityl-N²-acetyldeoxyguanosine 
• 175400-28-9 5'-O-dimethoxytrityl-3'-O-(tert-butyldimethylsilyl)-N²-acetyldeoxyguanosine 
• 67219-54-9 5'-dimethoxytrityl-N²-acetyldeoxyguanosine 
• 132183-41-6 (+/-)-N²-(1-Pyrenylmethyl)-2'-deoxy-3'-(N,N-diisopropyl-2-cyanoethyl)-5'-(p-dimethoxytrityl)guanosine phosphoramidite 
• 132209-53-1 2'-Deoxy-5'-(p-dimethoxytrityl)-N²-(1-pyrenylmethyl)guanosine 
• 132209-52-0 2'-Deoxy-O⁶-<(p-nitrophenyl)ethyl>-N²-(1-pyrenylmethyl)guanosine 
• 86137-72-6 2'-deoxy-O⁶-<2-(4-nitrophenyl)ethyl>guanosine 
• 132183-39-2 2-fluoro-O⁶-(2-(p-nitrophenyl)ethyl)-2'-deoxyinosine 
• 193092-44-3 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-[2-acetylamino-6-(4-iodo-benzyloxy)-purin-9-yl]-tetrahydro-furan-3-yl ester 
• 193092-57-8 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-[2-acetylamino-6-(4-bromo-benzyloxy)-purin-9-yl]-tetrahydro-furan-3-yl ester 
• 193092-29-4 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2-acetylamino-6-benzyloxy-purin-9-yl)-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Comparative investigation of the DNA inter-strand crosslinks induced by ACNU, BCNU, CCNU and FTMS using high-performance liquid chromatography- electrospray ionization tandem mass spectrometry

Chloroethylnitrosoureas (CENUs) are an important family of alkylating agents employed in the clinical treatments of cancer. They exert cytotoxicity by inducing DNA interstrand crosslinks (ICLs) between guanine and the complimentary cytosine, namely dG-dC crosslink. Many investigations have been performed on the DNA ICLs involved in the anticancer efficacy of CENUs, but no conclusive comparisons between these agents have been published. In this work, the levels of dG-dC crosslink in calf thymus DNA induced by four CENUs, including nimustine (ACNU), carmustine (BCNU), lomustine (CCNU) and fotemustine (FTMS), were quantitatively determined using HPLC-ESI-MS/MS. The obtained time-courses for the dG-dC crosslinking levels indicated that there is an induction period with very low crosslinking activity at the initial stage of the treatment by BCNU and CCNU. The induction period provides a convincing evidence for the presumed mechanism that the formation of dG-dC crosslinks was initiated by the monoalkylation of guanine followed by the second alkylation of the complimentary cytosine. The crosslinking activity of ACNU is remarkably higher than those of BCNU, CCNU and FTMS at all time points. The crosslinking activities of CENUs were found to be related to their stability in aqueous solution. ACNU has the shortest half-life among the four CENUs, but has highest crosslinking levels; on the contrary, CCNU has the lowest crosslinking activity with the longest half-life. Moreover, a correlation was found between the crosslinking activity and the anticancer efficiency. ACNU with the highest crosslinking activity showed the better survival gain for high-grade glioma than BCNU, CCNU and FTMS as reported in an epidemiological study. This suggests that dG-dC crosslink can possibly be employed as a potential biomarker for evaluating the anticancer efficiency of novel CENU drugs.

Stereospecific synthesis and characterization of oligodeoxyribonucleotides containing an N2-(1-carboxyethyl)-2′-deoxyguanosine

Methylglyoxal is a highly reactive α-ketoaldehyde that is produced endogenously and present in the environment and foods. It can modify DNA and proteins to form advanced glycation end products (AGEs). Emerging evidence has shown that N2-(1-carb

Synthesis of Oligonucleotide Adducts of the Bay Region Diol Epoxide Metabolites of Carcinogenic Polycyclic Aromatic Hydrocarbons

An efficient method for the site-specific synthesis of adducts between the biologically active diol epoxide metabolites of carcinogenic polycyclic aromatic hydrocarbons (PAHs) and oligonucleotides in which a PAH component of predetermined stereochemistry