- Functionalization of Guanosine and 2'-Deoxyguanosine at C6: A Modified Appel Process and SNAr Displacement of ImidazoleJaneba, Zlatko; Lin, Xiaoyu; Robins, Morris J., Nucleosides, 2004, 23, 137-147
Cas no 964-21-6 (O6-Methyl-2’-deoxyguanosine)
O6-Methyl-2’-deoxyguanosine structure
Product Name:O6-Methyl-2’-deoxyguanosine
CAS No:964-21-6
MF:C11H15N5O4
MW:281.267901659012
CID:808030
PubChem ID:73317
Update Time:2024-12-09
O6-Methyl-2’-deoxyguanosine Chemical and Physical Properties
Names and Identifiers
-
- Guanosine,2'-deoxy-6-O-methyl-
- O6-METHYL-2’-DEOXYGUANOSINE
- O6-METHYL-2'-DEOXYGUANOSINE
- 2-Amino-6-methoxy-2'-deoxy-6-deaminoadenosine
- 6-O-METHYL-2'-DEOXYGUANOSINE
- O(6)-methyl-2'-deoxyguanosine
- O6-methyl-2'-deoxy-guanosine
- O6-methyldeoxyguanosine
- 2′-Deoxy-6-O-methylguanosine (ACI)
- 9H-Purine, 2-amino-9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-methoxy- (8CI)
- D
- 9H-Purine, 2-amino-9-(2-deoxy-β-D-ribofuranosyl)-6-methoxy- (7CI)
- 2-Amino-6-methoxy-9-(2-deoxy-β-D-erythro-pentofuranosyl)purine
- 2′-Deoxy-6-methylguanosine
- 6-O-Methyl-2′-deoxyguanosine
- 6-O-Methyldeoxyguanosine
- O6-Methyl-2′-deoxyguanosine
- O6-Methyl-dG
- 2'-Deoxy-N2-methyl-D-guanosine
- DTXSID60242222
- DA-70322
- 964-21-6
- G76585
- 2-Amino-9-(2-deoxy-ss-D-erythro-pentofuranosyl)-6-methoxy-9H-purine; 2-Amino-9-(2-deoxy-ss-D-ribofuranosyl)-6-methoxy-9H-purine; 2'-Deoxy-6-O-methylguanosine; 2'-Deoxy-6-methylguanosine; 2-Amino-6-methoxy-9-(2-deoxy-ss-D-erythro-pentofuranosyl)purine;
- BIDD:GT0852
- Epitope ID:146099
- (2R,3S,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
- Guanosine, 2'-deoxy-6-O-methyl-
- O6-methyl-2 -deoxyguanosine
- BCKDNMPYCIOBTA-RRKCRQDMSA-N
- DTXCID60164713
- C05031
- 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-methoxy-9H-purin-2-amine
- SCHEMBL657819
- J03
- Q27103189
- (2~{R},3~{S},5~{R})-5-(2-azanyl-6-methoxy-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
- 2-amino-6-methoxy-9-(2-deoxy-Beta-D-erythro-pentofuranosyl)purine
- (2R,3S,5R)-5-(2-amino-6-methoxy-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
- (2R,3S,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
- 2'-Deoxy-O(6)-methylguanosine
- (2R,3S,5R)-5-(2-amino-6-methoxypurin-9-yl)-2-(hydroxymethyl)oxolan-3-ol
- CHEBI:27549
- O6 -methyldeoxyguanosine
- O(6)-Methyldeoxyguanosine
- O6-Methyl-2-deoxyguanosine
- O6-Methyl-2’-deoxyguanosine
-
- Inchi: 1S/C11H15N5O4/c1-19-10-8-9(14-11(12)15-10)16(4-13-8)7-2-5(18)6(3-17)20-7/h4-7,17-18H,2-3H2,1H3,(H2,12,14,15)/t5-,6+,7+/m0/s1
- InChI Key: BCKDNMPYCIOBTA-RRKCRQDMSA-N
- SMILES: O(C1N=C(N)N=C2N([C@H]3C[C@H](O)[C@@H](CO)O3)C=NC=12)C
Computed Properties
- Exact Mass: 281.11200
- Monoisotopic Mass: 281.11240398g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 8
- Heavy Atom Count: 20
- Rotatable Bond Count: 3
- Complexity: 349
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 3
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 0.1
- Topological Polar Surface Area: 129?2
Experimental Properties
- PSA: 128.54000
- LogP: -0.36100
O6-Methyl-2’-deoxyguanosine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | M293040-5mg |
O6-Methyl-2’-deoxyguanosine |
964-21-6 | 5mg |
$ 238.00 | 2023-09-07 | ||
| TRC | M293040-10mg |
O6-Methyl-2’-deoxyguanosine |
964-21-6 | 10mg |
$ 391.00 | 2023-09-07 | ||
| TRC | M293040-25mg |
O6-Methyl-2’-deoxyguanosine |
964-21-6 | 25mg |
$ 799.00 | 2023-09-07 | ||
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | D918016-5mg |
2'-Deoxy-6-O-methyl-guanosine |
964-21-6 | 90% | 5mg |
¥2,160.00 | 2022-01-13 | |
| A2B Chem LLC | AO82178-50mg |
O6-Methyl-deoxyguanosine |
964-21-6 | 99% | 50mg |
$1285.00 | 2024-07-18 | |
| A2B Chem LLC | AO82178-100mg |
O6-Methyl-deoxyguanosine |
964-21-6 | 98% | 100mg |
$1595.00 | 2025-05-29 | |
| 1PlusChem | 1P00VS9U-10mg |
O6-Methyl-deoxyguanosine |
964-21-6 | 98 | 10mg |
$250.00 | 2025-03-01 | |
| 1PlusChem | 1P00VS9U-25mg |
O6-Methyl-deoxyguanosine |
964-21-6 | 98 | 25mg |
$439.00 | 2025-03-01 | |
| 1PlusChem | 1P00VS9U-50mg |
O6-Methyl-deoxyguanosine |
964-21-6 | 50mg |
$1467.00 | 2024-04-19 | ||
| 1PlusChem | 1P00VS9U-100mg |
O6-Methyl-deoxyguanosine |
964-21-6 | 98% | 100mg |
$1522.00 | 2025-03-01 |
O6-Methyl-2’-deoxyguanosine Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Dowex 1X2 Solvents: Methanol ; 27 h, rt
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Trifluoroacetic anhydride Solvents: Pyridine
1.2 Reagents: Sodium methoxide Solvents: Methanol
1.3 Reagents: Pyridine , Hydrochloric acid
1.2 Reagents: Sodium methoxide Solvents: Methanol
1.3 Reagents: Pyridine , Hydrochloric acid
Reference
- Synthesis of 6-substituted 2'-deoxyguanosine derivatives using trifluoroacetic anhydride in pyridineFathi, Reza; Goswami, Bhaswati; Kung, Pei Pei; Gaffney, Barbara L.; Jones, Roger A., Tetrahedron Letters, 1990, 31(3), 319-22
Production Method 3
Reaction Conditions
1.1 Solvents: Methanol
Reference
- N-Nitroso compounds. VII. Mechanism of nucleoside alkylation by alkylnitrosourea - reaction of 2'-deoxyguanosine with N-nitroso-N-methyl-N'-phenylurea in MethanolYoshida, Kitaro; Yano, Kazuyuki; Yano, Yumihiko, Nippon Kagaku Kaishi, 1996, (1), 100-3
Production Method 4
Reaction Conditions
Reference
- Product class 17: purinesSeela, F.; Ramzaeva, N.; Rosemeyer, H., Science of Synthesis, 2004, 16, 945-1108
Production Method 5
Reaction Conditions
Reference
- Detection of O6-Carboxymethyl-2'-deoxyguanosine in DNA Following Reaction of Nitric Oxide with Glycine and in Human Blood DNA Using a Quantitative Immunoslot Blot AssayCupid, Belinda C.; Zeng, Zuotao; Singh, Rajinder; Shuker, David E. G., Chemical Research in Toxicology, 2004, 17(3), 294-300
Production Method 6
Reaction Conditions
Reference
- Nucleotide prodrugs, World Intellectual Property Organization, , ,
Production Method 7
Reaction Conditions
Reference
- Synthesis and Characterization of DNA Containing O6-CarboxymethylguanineXu, Y.-Z., Tetrahedron, 2000, 56(33), 6075-6081
Production Method 8
Reaction Conditions
Reference
- 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; et al, Tetrahedron, 1997, 53(11), 4063-4082
Production Method 9
Reaction Conditions
Reference
- Synthesis of O-6-alkylated deoxyguanosine nucleosidesGaffney B. L.; Jones, R. A., Tetrahedron Letters, 1982, 23(22), 2253-6
Production Method 10
Reaction Conditions
1.1 Reagents: Triethylamine , 1,8-Diazabicyclo[5.4.0]undec-7-ene Solvents: Methanol
Reference
- 6-O-Substituted guanosine derivatives prepared by acylation and substitution reactions, United States, , ,
Production Method 11
Production Method 12
Reaction Conditions
1.1 Reagents: N,O-Bis(trimethylsilyl)acetamide Catalysts: Trimethylsilyl triflate Solvents: Acetonitrile ; 5 min, 130 °C
1.2 Reagents: Triethanolamine Solvents: Acetonitrile , Water ; 30 min, rt
1.3 Reagents: Silica Solvents: Methanol , Dichloromethane ; rt
1.4 Reagents: Ammonia Solvents: Methanol ; 16 h, 50 °C
1.5 Reagents: Silica Solvents: Methanol , Dichloromethane ; rt
1.2 Reagents: Triethanolamine Solvents: Acetonitrile , Water ; 30 min, rt
1.3 Reagents: Silica Solvents: Methanol , Dichloromethane ; rt
1.4 Reagents: Ammonia Solvents: Methanol ; 16 h, 50 °C
1.5 Reagents: Silica Solvents: Methanol , Dichloromethane ; rt
Reference
- High-Throughput Five Minute Microwave Accelerated Glycosylation Approach to the Synthesis of Nucleoside LibrariesBookser, Brett C.; Raffaele, Nicholas B., Journal of Organic Chemistry, 2007, 72(1), 173-179
Production Method 13
Reaction Conditions
1.1 Reagents: Sodium methoxide
Reference
- 6-O-(Pentafluorophenyl)-2'-deoxyguanosine: a versatile synthon for nucleoside and oligonucleotide synthesisGao, Hetian; Fathi, Reza; Gaffney, Barbara L.; Goswami, Bhaswati; Kung, Pei Pei; et al, Journal of Organic Chemistry, 1992, 57(25), 6954-9
Production Method 14
Reaction Conditions
Reference
- N7-DNA: synthesis and base pairing of oligonucleotides containing N7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine (N7Gd)Seela, Frank; Leonard, Peter, Helvetica Chimica Acta, 1996, 79(2), 477-87
Production Method 15
Reaction Conditions
Reference
- Synthesis of Oligodeoxyribonucleotides Containing Analogs of O6-Methylguanine and Reaction with O6-Alkylguanine-DNA AlkyltransferaseSpratt, Thomas E.; Campbell, Colin R., Biochemistry, 1994, 33(37), 11364-71
Production Method 16
Reaction Conditions
Reference
- Deacylation of 2-N-isobutyryl- and 2-N-isobutyryl-6-O-methyl-2'-deoxyguanosine in the condensed and gas phase. A kinetic investigationLiguori, Angelo; Napoli, Anna; Siciliano, Carlo; Sindona, Giovanni, Journal of the Chemical Society, 1994, (8), 1833-8
Production Method 17
Reaction Conditions
Reference
- Solid-phase synthesis of oligodeoxynucleotides containing 6-O-alkylguanosinesRoelen, H. C. P. F.; Brugghe, H. F.; Van den Elst, H.; Klein, J. C.; Van der Marel, G. A.; et al, Recueil des Travaux Chimiques des Pays-Bas, 1992, 111(5), 227-34
Production Method 18
Reaction Conditions
Reference
- Preparation of O6-methyldeoxyguanosine monophosphateWang, Jujun, Huaxue Shiji, 1990, 12(2), 112-13
Production Method 19
Reaction Conditions
Reference
- A one step synthesis of O6-methyl-2'-deoxyguanosineBernadou, Jean; Blandin, Michel; Meunier, Bernard, Nucleosides & Nucleotides, 1983, 2(5), 459-64
Production Method 20
Reaction Conditions
Reference
- Synthesis of benzyl and benzyloxycarbonyl base-blocked 2'-deoxyribonucleosidesWatkins, Bruce E.; Rapoport, Henry, Journal of Organic Chemistry, 1982, 47(23), 4471-7
O6-Methyl-2’-deoxyguanosine Raw materials
- 9H-Purin-2-amine, 9-(2-deoxy-β-D-erythro-pentofuranosyl)-6-(1H-imidazol-1-yl)-
- Diazoacetate anion
- 2'-Deoxyguanosine
- 6-methoxy-9H-purin-2-amine
- Urea,N-methyl-N-nitroso-N'-phenyl-
- 1-O-Acetyl-2,3,5-tri-O-benzoyl-a,b-D-ribofuranose
- 2'-Deoxy-6-O-(pentafluorophenyl)-N-(trifluoroacetyl)-guanosine
O6-Methyl-2’-deoxyguanosine Preparation Products
O6-Methyl-2’-deoxyguanosine Suppliers
Amadis Chemical Company Limited
Gold Member
(CAS:964-21-6)(2R,3S,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
Order Number:A945430
Stock Status:in Stock
Quantity:100mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:51
Price ($):1306.0
Email:[email protected]
NewCan Biotech Limited
Gold Member
(CAS:964-21-6)2'-Deoxy-6-O-methyl-guanosine
Order Number:NC14392
Stock Status:
Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:00
Price ($):Price inquiry
Email:[email protected]
O6-Methyl-2’-deoxyguanosine Related Literature
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Christian K. Rank,Alexander W. Jones,Tatjana Wall,Patrick Di Martino-Fumo,Sarah Schr?ck,Markus Gerhards,Frederic W. Patureau Chem. Commun., 2019,55, 13749-13752
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Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
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Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
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M. Sheykhan,S. Khani,S. Shaabanzadeh,M. Joafshan Green Chem., 2017,19, 5940-5948
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Suji Lee,Min Su Han Chem. Commun., 2021,57, 9450-9453
964-21-6 (O6-Methyl-2’-deoxyguanosine) Related Products
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- 85754-75-2(Guanosine, 2'-deoxy-6-O-(1-methylethyl)- (9CI))
Recommended suppliers
Amadis Chemical Company Limited
(CAS:964-21-6)(2R,3S,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-2-(hydroxymethyl)tetrahydrofuran-3-ol
Purity:99%
Quantity:100mg
Price ($):1306.0
NewCan Biotech Limited
(CAS:964-21-6)2'-Deoxy-6-O-methyl-guanosine
Purity:97%
Quantity:10g
Price ($):Inquiry