Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C10H14N5O6P |
| Molecular Weight | 331.2218 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=NC=NC2=C1N=CN2[C@H]3C[C@H](O)[C@@H](COP(O)(O)=O)O3
InChI
InChIKey=KHWCHTKSEGGWEX-RRKCRQDMSA-N
InChI=1S/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(21-7)2-20-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
| Molecular Formula | C10H14N5O6P |
| Molecular Weight | 331.2218 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 3 / 3 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Nucleotide recognition and phosphate linkage hydrolysis at a lipid cubic interface. | 2010-11-17 |
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| Oxidation of 2'-deoxyadenosine 5'-monophosphate photoinduced by lumazine. | 2010-10-21 |
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| Substitution of Ala for Tyr567 in RB69 DNA polymerase allows dAMP and dGMP to be inserted opposite Guanidinohydantoin . | 2010-10-05 |
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| Influence of the linkage between leaving group and nucleoside on substrate efficiency for incorporation in DNA catalyzed by reverse transcriptase. | 2010-07-05 |
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| Substitution of Ala for Tyr567 in RB69 DNA polymerase allows dAMP to be inserted opposite 7,8-dihydro-8-oxoguanine . | 2010-05-18 |
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| Counter-current chromatographic separation of nucleic acid constituents with a hydrophilic solvent system. | 2010-05-14 |
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| Expanding the borononucleotide family: synthesis of borono-analogues of dCMP, dGMP and dAMP. | 2009-11-07 |
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| Hydrolysis of aspartic acid phosphoramidate nucleotides: a comparative quantum chemical study. | 2009-09-07 |
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| Phosphodiester substrates for incorporation of nucleotides in DNA using HIV-1 reverse transcriptase. | 2009-09-04 |
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| Nucleoside diphosphate kinase and the activation of antiviral phosphonate analogs of nucleotides: binding mode and phosphorylation of tenofovir derivatives. | 2009-08 |
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| Hydrogen bonding and packing density are factors most strongly connected to limiting sites of high flexibility in the 16S rRNA in the 30S ribosome. | 2009-07-30 |
|
| Pharmacotherapy of pediatric and adolescent HIV infection. | 2009-06 |
|
| Characterization of genes in the ASYMMETRIC LEAVES2/LATERAL ORGAN BOUNDARIES (AS2/LOB) family in Arabidopsis thaliana, and functional and molecular comparisons between AS2 and other family members. | 2009-05 |
|
| Quenching of the fluorescence of aromatic pterins by deoxynucleotides. | 2009-03-05 |
|
| The Static Modes: an alternative approach for the treatment of macro- and bio-molecular induced-fit flexibility. | 2009-01 |
|
| One-electron oxidation of 2'-deoxyadenosine-5'-phosphate: comparisons of theoretical calculations with experimental values. | 2008-09-11 |
|
| Utilization of a deoxynucleoside diphosphate substrate by HIV reverse transcriptase. | 2008-04-30 |
|
| Barrier-free proton transfer in the valence anion of 2'-deoxyadenosine-5'-monophosphate. II. A computational study. | 2008-01-28 |
|
| Photoelectron spectroscopy of the parent anions of the nucleotides, adenosine-5'-monophosphate and 2'deoxyadenosine-5'-monophosphate. | 2008-01-28 |
|
| Review of tenofovir-emtricitabine. | 2007-12 |
|
| A novel HPLC method reveals that precipitation of 2'-deoxyadenosine 5'-monophosphate with lithium perchlorate/acetone leads to base depurination. | 2007-11-15 |
|
| Stereospecific synthesis and characterization of oligodeoxyribonucleotides containing an N2-(1-carboxyethyl)-2'-deoxyguanosine. | 2007-10-10 |
|
| Photosensitization of 2'-deoxyadenosine-5'-monophosphate by pterin. | 2007-09-07 |
|
| Adenosine phosphonate inhibitors of lipid II: alanyl tRNA ligase MurM from Streptococcus pneumoniae. | 2007-08-15 |
|
| Transition state analysis of acid-catalyzed dAMP hydrolysis. | 2007-06-06 |
|
| Self-duplex formation of an A(py)-substituted oligodeoxyadenylate and its unique fluorescence. | 2007-04-25 |
|
| The crystal structure of TREX1 explains the 3' nucleotide specificity and reveals a polyproline II helix for protein partnering. | 2007-04-06 |
|
| Simultaneous determination of adenosine and its metabolites by capillary electrophoresis as a rapid monitoring tool for 5'-nucleotidase activity. | 2006-09-29 |
|
| Tenofovir disoproxil fumarate-emtricitabine coformulation for once-daily dual NRTI backbone. | 2006-08 |
|
| Deoxy-adenosine-monophosphate (dAMP) di-n-butylester induces apoptosis by increasing the dATP level in HL-60 cells. | 2006-04-28 |
|
| Conversions of formaldehyde-modified 2'-deoxyadenosine 5'-monophosphate in conditions modeling formalin-fixed tissue dehydration. | 2006-03 |
|
| Cloning of deoxynucleoside monophosphate kinase genes and biosynthesis of deoxynucleoside diphosphates. | 2006-02-20 |
|
| Kinetic mechanism of deoxyadenosine kinase from Mycoplasma determined by surface plasmon resonance technology. | 2006-01-17 |
|
| Synchrotron radiation circular dichroism spectroscopy of ribose and deoxyribose sugars, adenosine, AMP and dAMP nucleotides. | 2005-12-09 |
|
| The 2'-deoxyadenosine-5'-phosphate anion, the analogous radical, and the different hydrogen-abstracted radical anions: molecular structures and effects on DNA damage. | 2005-11-24 |
|
| A lysine residue in the fingers subdomain of T7 DNA polymerase modulates the miscoding potential of 8-oxo-7,8-dihydroguanosine. | 2005-11 |
|
| Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion. | 2005-10 |
|
| Ligand-assisted aggregation of proteins. Dimerization of serum amyloid P component by bivalent ligands. | 2005-09-09 |
|
| Detection and separation of nucleoside-5'-monophosphates of DNA by conjugation with the fluorescent dye BODIPY and capillary electrophoresis with laser-induced fluorescence detection. | 2005-06 |
|
| Simultaneous determination of thymidylate and thymidine diphosphate by capillary electrophoresis as a rapid monitoring tool for thymidine kinase and thymidylate kinase activities. | 2005-06 |
|
| Single-molecule detection of biomolecules by surface-enhanced coherent anti-Stokes Raman scattering. | 2005-05-01 |
|
| [Combined use of factor analysis and cluster analysis in classification of traditional Chinese medical syndromes in patients with posthepatitic cirrhosis]. | 2005-01 |
|
| Conformational analysis of canonical 2-deoxyribonucleotides. 2. Purine nucleotides. | 2004-10 |
|
| LC-MS/MS identification and yeast polymerase eta bypass of a novel gamma-irradiation-induced intrastrand cross-link lesion G[8-5]C. | 2004-06-01 |
|
| [Portal hemodynamics in patients with different syndromes of cirrhosis]. | 2004-05 |
|
| Excision by the human methylpurine DNA N-glycosylase of cyanuric acid, a stable and mutagenic oxidation product of 8-oxo-7,8-dihydroguanine. | 2004-01 |
|
| Futile short-patch DNA base excision repair of adenine:8-oxoguanine mispair. | 2004 |
|
| Insertion of dGMP and dAMP during in vitro DNA synthesis opposite an oxidized form of 7,8-dihydro-8-oxoguanine. | 1999-01-15 |
|
| Crystal structure of a decameric complex of human serum amyloid P component with bound dAMP. | 1997-06-20 |
|
| Functional characterization of RNA-dependent DNA polymerase and RNase H activities of a recombinant HIV reverse transcriptase. | 1991-03-12 |
Patents
Sample Use Guides
Enzymatic parameters for dAMP phosphorylation by adenylate kinases were measured using spectroscopic Pyruvate kinase/lactate dehydrogenase coupled assay to allow measuring ADP formation. The assay mix contained 50 mM Tris–HCl pH 7.4, 5 mM MgCl2, 1 mM ATP, 0.2 mM NADH, 10 mM DTT, 1 mM phosphoenolpyruvate and auxiliary enzymes: pyruvate kinase (4 Units) and lactate dehydrogenase (4 Units).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:53:50 GMT 2025
by
admin
on
Mon Mar 31 22:53:50 GMT 2025
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| Record UNII |
VFR8I97ORM
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| Record Status |
Validated (UNII)
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| Record Version |
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VFR8I97ORM
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Deoxyadenosine monophosphate
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