2'-Deoxyadenosine 3'-monophosphate

Base Information

• Chemical Name: 2'-Deoxyadenosine 3'-monophosphate
• CAS No.: 15731-72-3
• Molecular Formula: C10H14 N5 O6 P
• Molecular Weight: 331.225
• DSSTox Substance ID: DTXSID10935657
• Nikkaji Number: J156.544C
• Wikidata: Q27105175
• Metabolomics Workbench ID: 52776
• ChEMBL ID: CHEMBL513308
• Mol file: 15731-72-3.mol

Synonyms:2'-deoxy-3'-adenosine monophosphate;2'-deoxy-3'-AMP

Chemical Property of 2'-Deoxyadenosine 3'-monophosphate

Chemical Property:

• Boiling Point: 731.3°Cat760mmHg
• PKA: 1.83±0.10(Predicted)
• Flash Point: 396.1°C
• PSA: 175.65000
• Density: 2.17g/cm³
• LogP: -0.25260
• Storage Temp.: Store at 0°C
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 331.06817018
• Heavy Atom Count: 22
• Complexity: 452

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C(N=CN=C32)N)CO)OP(=O)(O)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)CO)OP(=O)(O)O
• Uses: 2''-?Deoxy-3''-?adenylic Acid is an adenine (A280480) derivative that is important in the study of single stranded DNA damage.

Technology Process of 2'-Deoxyadenosine 3'-monophosphate

There total 1 articles about 2'-Deoxyadenosine 3'-monophosphate 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:

2'-deoxyadenylyl-(3'->5')-2'-deoxycytidine (23339-46-0) → 2'-deoxyadenosine 3'-monophosphate (15731-72-3) + 2'-Deoxycytidine (951-77-9)

Guidance literature:

With bovine intestinal mucosa phosphodiesterase I; Tris-Cl buffer; at 37 ℃; for 1h; pH=7.6; Enzyme kinetics;

DOI:10.1016/j.bmcl.2003.07.034

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

Reference yield:

2'-deoxyadenosine 3'-monophosphate (15731-72-3) → 2'-deoxy-D-adenosine (958-09-8,7005-15-4)

Guidance literature:

With cerium(III) chloride; HEPES buffer; oxygen; In water; at 50 ℃; Rate constant; other reagents, effect of buffer concentration;

DOI:10.1039/a701481c

upstream raw materials:

2'-deoxyadenylyl-(3'->5')-2'-deoxycytidine

Downstream raw materials:

2'-deoxy-inosine

2'-deoxy-D-adenosine

2-deoxyinosine

N⁶-hydroxy-2'-deoxyadenosine

Refernces