85326-06-3,MFCD00057074
Catalog No.:AA004P5I

85326-06-3 | 2',3'-Dideoxyguanosine

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Purity
Availability
Price(USD)
Quantity
  
100mg
98%
in stock  
$123.00   $86.00
- +
250mg
95%
in stock  
$197.00   $138.00
- +
1g
98%
in stock  
$464.00   $325.00
- +
5g
98%
in stock  
$2,069.00 $1,448.00
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA004P5I
Chemical Name:
2',3'-Dideoxyguanosine
CAS Number:
85326-06-3
Molecular Formula:
C10H13N5O3
Molecular Weight:
251.2419
MDL Number:
MFCD00057074
SMILES:
OC[C@@H]1CC[C@@H](O1)n1cnc2c1nc(N)[nH]c2=O
Properties
Properties
 
BP:
632.1°C at 760 mmHg  
Form:
Solid  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
388  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
2  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-0.9  

Downstream Synthesis Route

[1]Seela,Frank;Muth,Heinz-Peter[LiebigsAnnalenderChemie,1988,p.215-220]

[1]Chu;Bhadti;Doboszewski;Gu;Kosugi;Pullaiah;VanRoey[JournalofOrganicChemistry,1989,vol.54,#9,p.2217-2225]

[1]Prisbe,ErnestJ.;Martin,JohnC.[SyntheticCommunications,1985,vol.15,#5,p.401-410]

[1]Prisbe,ErnestJ.;Martin,JohnC.[SyntheticCommunications,1985,vol.15,#5,p.401-410]

2-n-acetyl-9-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)guanine 
  85326-06-3    3608-58-0 

[1]NucleosidesandNucleotides,1996,vol.15,p.31-45

Literature

Title: Simultaneous determination of metacavir and its metabolites in rat plasma using high-performance liquid chromatography with tandem mass spectrometric detection (LC-MS/MS).

Journal: Biomedical chromatography : BMC 20120301

Title: Priming DNA replication from triple helix oligonucleotides: possible threestranded DNA in DNA polymerases.

Journal: Molecular biology international 20110101

Title: Synthesis and early development of hexadecyloxypropylcidofovir: an oral antipoxvirus nucleoside phosphonate.

Journal: Viruses 20101001

Title: Effect of beta-alanine treatment on mitochondrial taurine level and 5-taurinomethyluridine content.

Journal: Journal of biomedical science 20100101

Title: A simple in vitro RNA editing assay for chloroplast transcripts using fluorescent dideoxynucleotides: distinct types of sequence elements required for editing of ndh transcripts.

Journal: The Plant journal : for cell and molecular biology 20060901

Title: In vitro activity of structurally diverse nucleoside analogs against human immunodeficiency virus type 1 with the K65R mutation in reverse transcriptase.

Journal: Antimicrobial agents and chemotherapy 20050301

Title: Susceptibility of feline immunodeficiency virus/human immunodeficiency virus type 1 reverse transcriptase chimeras to non-nucleoside RT inhibitors.

Journal: Molecular pharmacology 20040101

Title: Inhibition of severe acute respiratory syndrome-associated coronavirus (SARSCoV) by calpain inhibitors and beta-D-N4-hydroxycytidine.

Journal: Antiviral chemistry & chemotherapy 20040101

Title: Chimeric human immunodeficiency virus type 1 and feline immunodeficiency virus reverse transcriptases: role of the subunits in resistance/sensitivity to non-nucleoside reverse transcriptase inhibitors.

Journal: Molecular pharmacology 20020201

Title: Dynamics of translesion DNA synthesis catalyzed by the bacteriophage T4 exonuclease-deficient DNA polymerase.

Journal: Biochemistry 20010619

Title: Crystal structures of a ddATP-, ddTTP-, ddCTP, and ddGTP- trapped ternary complex of Klentaq1: insights into nucleotide incorporation and selectivity.

Journal: Protein science : a publication of the Protein Society 20010601

Title: Synthesis and purification of oligonucleotide N3'-->P5' phosphoramidates and their phosphodiester and phosphorothioate chimeras.

Journal: Current protocols in nucleic acid chemistry 20010501

Title: Deoxynucleoside kinases encoded by the yaaG and yaaF genes of Bacillus subtilis. Substrate specificity and kinetic analysis of deoxyguanosine kinase with UTP as the preferred phosphate donor.

Journal: The Journal of biological chemistry 20010223

Title: Site-directed mutagenesis of human immunodeficiency virus type 1 reverse transcriptase at amino acid position 138.

Journal: Virology 20010201

Title: The S-acyl-2-thioethyl pronucleotide approach applied to acyclovir: part I. Synthesis and in vitro anti-hepatitis B virus activity of bis(S-acyl-2-thioethyl)phosphotriester derivatives of acyclovir.

Journal: Antiviral research 19990101

Title: Effect of acyclic nucleoside phosphonates on the HIV-1 integrase in vitro.

Journal: Nucleosides & nucleotides 19990101

Title: Characteristics of the Pro225His mutation in human immunodeficiency virus type 1 (HIV-1) reverse transcriptase that appears under selective pressure of dose-escalating quinoxaline treatment of HIV-1.

Journal: Journal of virology 19971101

Title: Penciclovir is a selective inhibitor of hepatitis B virus replication in cultured human hepatoblastoma cells.

Journal: Antimicrobial agents and chemotherapy 19960501

Title: Inhibition of duck hepatitis B virus replication by 2',3'-dideoxy-3'-fluoroguanosine in vitro and in vivo.

Journal: Antimicrobial agents and chemotherapy 19960301

Title: Resistance pattern of human immunodeficiency virus type 1 reverse transcriptase to quinoxaline S-2720.

Journal: Journal of virology 19941201

Title: Resistance of HIV-1 reverse transcriptase against [2',5'-bis-O-(tert-butyldimethylsilyl)-3'-spiro-5''-(4''-amino-1'',2''- oxathiole-2'',2''-dioxide)] (TSAO) derivatives is determined by the mutation Glu138-->Lys on the p51 subunit.

Journal: The Journal of biological chemistry 19941014

Title: Human immunodeficiency virus type 1 (HIV-1) strains selected for resistance against the HIV-1-specific [2',5'-bis-O-(tert-butyldimethylsilyl)-3'-spiro- 5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)]-beta-D-pentofurano syl (TSAO) nucleoside analogues retain sensitivity to HIV-1-specific nonnucleoside inhibitors.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19930801

Title: Inhibitory effect of 9-(2-phosphonylmethoxyethyl)-adenine (PMEA) on human and duck hepatitis B virus infection.

Journal: Antiviral research 19930601

Title: Human immunodeficiency virus type 1-specific [2',5'-bis-O-(tert- butyldimethylsilyl)-beta-D-ribofuranosyl]-3'-spiro-5'-(4'-amino-1',2'- oxathiole-2',2'-dioxide)-purine analogues show a resistance spectrum that is different from that of the human immunodeficiency virus type 1-specific non-nucleoside analogues.

Journal: Molecular pharmacology 19930101

Title: HIV-1-specific reverse transcriptase inhibitors show differential activity against HIV-1 mutant strains containing different amino acid substitutions in the reverse transcriptase.

Journal: Virology 19930101

Title: Use of a standardized cell culture assay to assess activities of nucleoside analogs against hepatitis B virus replication.

Journal: Antiviral research 19920701

Title: Synthesis and anti-HIV activity of isonucleosides.

Journal: Journal of medicinal chemistry 19920626

Title: Substrate specificity of human deoxycytidine kinase toward antiviral 2',3'-dideoxynucleoside analogs.

Journal: Biochemical pharmacology 19920122

Title: Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.

Journal: Journal of medicinal chemistry 19910501

Title: Lipophilic halogenated congeners of 2',3'-dideoxypurine nucleosides active against human immunodeficiency virus in vitro.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19901201

Title: Cellular pharmacology and anti-HIV activity of 2',3'-dideoxyguanosine.

Journal: AIDS research and human retroviruses 19900901

Title: Synthesis and structure-activity relationships of 6-substituted 2',3'-dideoxypurine nucleosides as potential anti-human immunodeficiency virus agents.

Journal: Journal of medicinal chemistry 19900601

Title: Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.

Journal: Journal of medicinal chemistry 19900501

Title: Cyclobut-A and cyclobut-G, carbocyclic oxetanocin analogs that inhibit the replication of human immunodeficiency virus in T cells and monocytes and macrophages in vitro.

Journal: Antimicrobial agents and chemotherapy 19900201

Title: Comparative activity of 2',3'-saturated and unsaturated pyrimidine and purine nucleosides against human immunodeficiency virus type 1 in peripheral blood mononuclear cells.

Journal: Biochemical pharmacology 19881001

Title: Adenallene and cytallene: acyclic-nucleoside analogues that inhibit replication and cytopathic effect of human immunodeficiency virus in vitro.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19880801

Title: Dideoxynucleosides are less inhibitory in vitro against human immunodeficiency virus type 2 (HIV-2) than against HIV-1.

Journal: Antimicrobial agents and chemotherapy 19871201

Title: Ribavirin antagonizes inhibitory effects of pyrimidine 2',3'-dideoxynucleosides but enhances inhibitory effects of purine 2',3'-dideoxynucleosides on replication of human immunodeficiency virus in vitro.

Journal: Antimicrobial agents and chemotherapy 19871001

Title: Selective inhibition of human immunodeficiency virus (HIV) by 3'-azido-2', 3'-dideoxyguanosine in vitro.

Journal: Biochemical and biophysical research communications 19870630

Title: Inhibition of the in vitro infectivity and cytopathic effect of human T-lymphotrophic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV) by 2',3'-dideoxynucleosides.

Journal: Proceedings of the National Academy of Sciences of the United States of America 19860301

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SDS
Tags:85326-06-3 Molecular Formula|85326-06-3 MDL|85326-06-3 SMILES|85326-06-3 2',3'-Dideoxyguanosine
Catalog No.: AA004P5I
85326-06-3,MFCD00057074
85326-06-3 | 2',3'-Dideoxyguanosine
Pack Size: 100mg
Purity: 98%
in stock
$123.00 $86.00
Pack Size: 250mg
Purity: 95%
in stock
$197.00 $138.00
Pack Size: 1g
Purity: 98%
in stock
$464.00 $325.00
Pack Size: 5g
Purity: 98%
in stock
$2,069.00 $1,448.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA004P5I
Chemical Name: 2',3'-Dideoxyguanosine
CAS Number: 85326-06-3
Molecular Formula: C10H13N5O3
Molecular Weight: 251.2419
MDL Number: MFCD00057074
SMILES: OC[C@@H]1CC[C@@H](O1)n1cnc2c1nc(N)[nH]c2=O
Properties
BP: 632.1°C at 760 mmHg  
Form: Solid  
Storage: Keep in dry area;2-8℃;  
Complexity: 388  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 2  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 18  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 2  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: -0.9  
Downstream Synthesis Route
85326-06-3    73-40-5    122999-44-4 

[1]Seela,Frank;Muth,Heinz-Peter[LiebigsAnnalenderChemie,1988,p.215-220]

85326-13-2    85326-06-3 

[1]Chu;Bhadti;Doboszewski;Gu;Kosugi;Pullaiah;VanRoey[JournalofOrganicChemistry,1989,vol.54,#9,p.2217-2225]

98056-51-0    85326-06-3 

[1]Prisbe,ErnestJ.;Martin,JohnC.[SyntheticCommunications,1985,vol.15,#5,p.401-410]

98056-55-4    85326-06-3 

[1]Prisbe,ErnestJ.;Martin,JohnC.[SyntheticCommunications,1985,vol.15,#5,p.401-410]

2-n-acetyl-9-(2,5-di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)guanine 
  85326-06-3    3608-58-0 

[1]NucleosidesandNucleotides,1996,vol.15,p.31-45

Literature fold

Title: Simultaneous determination of metacavir and its metabolites in rat plasma using high-performance liquid chromatography with tandem mass spectrometric detection (LC-MS/MS).

Journal: Biomedical chromatography : BMC20120301

Title: Priming DNA replication from triple helix oligonucleotides: possible threestranded DNA in DNA polymerases.

Journal: Molecular biology international20110101

Title: Synthesis and early development of hexadecyloxypropylcidofovir: an oral antipoxvirus nucleoside phosphonate.

Journal: Viruses20101001

Title: Effect of beta-alanine treatment on mitochondrial taurine level and 5-taurinomethyluridine content.

Journal: Journal of biomedical science20100101

Title: A simple in vitro RNA editing assay for chloroplast transcripts using fluorescent dideoxynucleotides: distinct types of sequence elements required for editing of ndh transcripts.

Journal: The Plant journal : for cell and molecular biology20060901

Title: In vitro activity of structurally diverse nucleoside analogs against human immunodeficiency virus type 1 with the K65R mutation in reverse transcriptase.

Journal: Antimicrobial agents and chemotherapy20050301

Title: Susceptibility of feline immunodeficiency virus/human immunodeficiency virus type 1 reverse transcriptase chimeras to non-nucleoside RT inhibitors.

Journal: Molecular pharmacology20040101

Title: Inhibition of severe acute respiratory syndrome-associated coronavirus (SARSCoV) by calpain inhibitors and beta-D-N4-hydroxycytidine.

Journal: Antiviral chemistry & chemotherapy20040101

Title: Chimeric human immunodeficiency virus type 1 and feline immunodeficiency virus reverse transcriptases: role of the subunits in resistance/sensitivity to non-nucleoside reverse transcriptase inhibitors.

Journal: Molecular pharmacology20020201

Title: Dynamics of translesion DNA synthesis catalyzed by the bacteriophage T4 exonuclease-deficient DNA polymerase.

Journal: Biochemistry20010619

Title: Crystal structures of a ddATP-, ddTTP-, ddCTP, and ddGTP- trapped ternary complex of Klentaq1: insights into nucleotide incorporation and selectivity.

Journal: Protein science : a publication of the Protein Society20010601

Title: Synthesis and purification of oligonucleotide N3'-->P5' phosphoramidates and their phosphodiester and phosphorothioate chimeras.

Journal: Current protocols in nucleic acid chemistry20010501

Title: Deoxynucleoside kinases encoded by the yaaG and yaaF genes of Bacillus subtilis. Substrate specificity and kinetic analysis of deoxyguanosine kinase with UTP as the preferred phosphate donor.

Journal: The Journal of biological chemistry20010223

Title: Site-directed mutagenesis of human immunodeficiency virus type 1 reverse transcriptase at amino acid position 138.

Journal: Virology20010201

Title: The S-acyl-2-thioethyl pronucleotide approach applied to acyclovir: part I. Synthesis and in vitro anti-hepatitis B virus activity of bis(S-acyl-2-thioethyl)phosphotriester derivatives of acyclovir.

Journal: Antiviral research19990101

Title: Effect of acyclic nucleoside phosphonates on the HIV-1 integrase in vitro.

Journal: Nucleosides & nucleotides19990101

Title: Characteristics of the Pro225His mutation in human immunodeficiency virus type 1 (HIV-1) reverse transcriptase that appears under selective pressure of dose-escalating quinoxaline treatment of HIV-1.

Journal: Journal of virology19971101

Title: Penciclovir is a selective inhibitor of hepatitis B virus replication in cultured human hepatoblastoma cells.

Journal: Antimicrobial agents and chemotherapy19960501

Title: Inhibition of duck hepatitis B virus replication by 2',3'-dideoxy-3'-fluoroguanosine in vitro and in vivo.

Journal: Antimicrobial agents and chemotherapy19960301

Title: Resistance pattern of human immunodeficiency virus type 1 reverse transcriptase to quinoxaline S-2720.

Journal: Journal of virology19941201

Title: Resistance of HIV-1 reverse transcriptase against [2',5'-bis-O-(tert-butyldimethylsilyl)-3'-spiro-5''-(4''-amino-1'',2''- oxathiole-2'',2''-dioxide)] (TSAO) derivatives is determined by the mutation Glu138-->Lys on the p51 subunit.

Journal: The Journal of biological chemistry19941014

Title: Human immunodeficiency virus type 1 (HIV-1) strains selected for resistance against the HIV-1-specific [2',5'-bis-O-(tert-butyldimethylsilyl)-3'-spiro- 5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide)]-beta-D-pentofurano syl (TSAO) nucleoside analogues retain sensitivity to HIV-1-specific nonnucleoside inhibitors.

Journal: Proceedings of the National Academy of Sciences of the United States of America19930801

Title: Inhibitory effect of 9-(2-phosphonylmethoxyethyl)-adenine (PMEA) on human and duck hepatitis B virus infection.

Journal: Antiviral research19930601

Title: Human immunodeficiency virus type 1-specific [2',5'-bis-O-(tert- butyldimethylsilyl)-beta-D-ribofuranosyl]-3'-spiro-5'-(4'-amino-1',2'- oxathiole-2',2'-dioxide)-purine analogues show a resistance spectrum that is different from that of the human immunodeficiency virus type 1-specific non-nucleoside analogues.

Journal: Molecular pharmacology19930101

Title: HIV-1-specific reverse transcriptase inhibitors show differential activity against HIV-1 mutant strains containing different amino acid substitutions in the reverse transcriptase.

Journal: Virology19930101

Title: Use of a standardized cell culture assay to assess activities of nucleoside analogs against hepatitis B virus replication.

Journal: Antiviral research19920701

Title: Synthesis and anti-HIV activity of isonucleosides.

Journal: Journal of medicinal chemistry19920626

Title: Substrate specificity of human deoxycytidine kinase toward antiviral 2',3'-dideoxynucleoside analogs.

Journal: Biochemical pharmacology19920122

Title: Escherichia coli mediated biosynthesis and in vitro anti-HIV activity of lipophilic 6-halo-2',3'-dideoxypurine nucleosides.

Journal: Journal of medicinal chemistry19910501

Title: Lipophilic halogenated congeners of 2',3'-dideoxypurine nucleosides active against human immunodeficiency virus in vitro.

Journal: Proceedings of the National Academy of Sciences of the United States of America19901201

Title: Cellular pharmacology and anti-HIV activity of 2',3'-dideoxyguanosine.

Journal: AIDS research and human retroviruses19900901

Title: Synthesis and structure-activity relationships of 6-substituted 2',3'-dideoxypurine nucleosides as potential anti-human immunodeficiency virus agents.

Journal: Journal of medicinal chemistry19900601

Title: Cyclobut-A and cyclobut-G: broad-spectrum antiviral agents with potential utility for the therapy of AIDS.

Journal: Journal of medicinal chemistry19900501

Title: Cyclobut-A and cyclobut-G, carbocyclic oxetanocin analogs that inhibit the replication of human immunodeficiency virus in T cells and monocytes and macrophages in vitro.

Journal: Antimicrobial agents and chemotherapy19900201

Title: Comparative activity of 2',3'-saturated and unsaturated pyrimidine and purine nucleosides against human immunodeficiency virus type 1 in peripheral blood mononuclear cells.

Journal: Biochemical pharmacology19881001

Title: Adenallene and cytallene: acyclic-nucleoside analogues that inhibit replication and cytopathic effect of human immunodeficiency virus in vitro.

Journal: Proceedings of the National Academy of Sciences of the United States of America19880801

Title: Dideoxynucleosides are less inhibitory in vitro against human immunodeficiency virus type 2 (HIV-2) than against HIV-1.

Journal: Antimicrobial agents and chemotherapy19871201

Title: Ribavirin antagonizes inhibitory effects of pyrimidine 2',3'-dideoxynucleosides but enhances inhibitory effects of purine 2',3'-dideoxynucleosides on replication of human immunodeficiency virus in vitro.

Journal: Antimicrobial agents and chemotherapy19871001

Title: Selective inhibition of human immunodeficiency virus (HIV) by 3'-azido-2', 3'-dideoxyguanosine in vitro.

Journal: Biochemical and biophysical research communications19870630

Title: Inhibition of the in vitro infectivity and cytopathic effect of human T-lymphotrophic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV) by 2',3'-dideoxynucleosides.

Journal: Proceedings of the National Academy of Sciences of the United States of America19860301

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