2'-Deoxyisoguanosine

Base Information

• Chemical Name: 2'-Deoxyisoguanosine
• CAS No.: 106449-56-3
• Molecular Formula: C10H13N5O4
• Molecular Weight: 267.244
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID80147604
• Nikkaji Number: J621.201H
• Wikidata: Q83012968
• Mol file: 106449-56-3.mol

Synonyms:1,2-Dihydro-2-oxoadenosine;2'-deoxyisoguanosine;2-Hydroxyadenosine;crotonoside;isoguanosine

Chemical Property of 2'-Deoxyisoguanosine

Chemical Property:

• PKA: 8.41±0.40(Predicted)
• PSA: 134.99000
• Density: 2.085 g/cm³
• LogP: -3.62780
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 267.09675391
• Heavy Atom Count: 19
• Complexity: 514

Purity/Quality:

97% ^*data from raw suppliers

2’-Deoxyisoguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C(NC(=O)N=C32)N)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(NC(=O)N=C32)N)CO)O
• Uses: 2’-Deoxyisoguanosine is a nucleoside which is used to synthesize Duplex DNA and DNA/RNA hybrids and DNA mismatch pairs for analysis of helix stability.

Technology Process of 2'-Deoxyisoguanosine

There total 5 articles about 2'-Deoxyisoguanosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

dA(pdA)19 → 2-deoxyinosine (890-38-0) + N6-hydroxy-2'-deoxyadenosine (51385-49-0) + 8-oxo-7,8-dihydro-2'-deoxyguanosine (31077-24-4,62471-63-0) + 2'-Deoxyadenosine N1-oxide (3506-01-2) + 2’-deoxyisoguanosine (106449-56-3) + C10H11N5O4 + C10H11N5O3 + C10H15N5O4 + C19H26N10O8 + C19H26N10O7 + C10H15N5O4 + C10H15N5O4 + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + N-[4-Amino-6-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-pyrimidin-5-yl]-formamide + (5'S)-5',8-cyclo-2'-deoxyadenosine (117182-88-4) + (5'R)-5',8-cyclo-2'-deoxyadenosine + 5',8-cyclo-2',5'-dideoxyadenosine

Guidance literature:

With dihydrogen peroxide; iron(III); NADH; In ethanol; Reagent/catalyst;

DOI:10.1080/07391102.2012.682206

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 2-deoxyinosine (890-38-0) + N6-hydroxy-2'-deoxyadenosine (51385-49-0) + 8-oxo-7,8-dihydro-2'-deoxyguanosine (31077-24-4,62471-63-0) + 2'-Deoxyadenosine N1-oxide (3506-01-2) + 2’-deoxyisoguanosine (106449-56-3) + C10H11N5O4 + C10H11N5O3 + C10H15N5O4 + C19H26N10O8 + C19H26N10O7 + C10H15N5O4 + C10H15N5O4 + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + N-[4-Amino-6-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-pyrimidin-5-yl]-formamide + (5'S)-5',8-cyclo-2'-deoxyadenosine (117182-88-4) + (5'R)-5',8-cyclo-2'-deoxyadenosine + 5',8-cyclo-2',5'-dideoxyadenosine

Guidance literature:

With dihydrogen peroxide; iron(II); In ethanol;

DOI:10.1080/07391102.2012.682206

Reference yield:

2'-deoxyadenosine 3'-monophosphate (15731-72-3) → 2-deoxyinosine (890-38-0) + N6-hydroxy-2'-deoxyadenosine (51385-49-0) + 8-oxo-7,8-dihydro-2'-deoxyguanosine (31077-24-4,62471-63-0) + 2'-Deoxyadenosine N1-oxide (3506-01-2) + 2’-deoxyisoguanosine (106449-56-3) + C10H11N5O4 + C10H11N5O3 + C10H15N5O4 + C19H26N10O8 + C19H26N10O7 + C10H15N5O4 + C10H15N5O4 + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) + N-[4-Amino-6-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-ylamino)-pyrimidin-5-yl]-formamide + (5'S)-5',8-cyclo-2'-deoxyadenosine (117182-88-4) + (5'R)-5',8-cyclo-2'-deoxyadenosine + 5',8-cyclo-2',5'-dideoxyadenosine

Guidance literature:

With dihydrogen peroxide; iron(III); NADH; In ethanol; Reagent/catalyst;

DOI:10.1080/07391102.2012.682206

upstream raw materials:

2'-deoxy-D-adenosine

2'-deoxyadenosine 3'-monophosphate

2'-deoxyadenosine-5'-monophosphoric acid

2'-deoxyadenylyl(3'-5')-2'-deoxyadenosine

Downstream raw materials:

2'-deoxyspongosine

Diphenyl-carbamic acid 6-amino-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-yl ester

isoguanine (6-amino-1H-purin-2(9H)-one)