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 |
|---|---|---|
| Crystal structure of a decameric complex of human serum amyloid P component with bound dAMP. | 1997 Jun 20 |
|
| Insertion of dGMP and dAMP during in vitro DNA synthesis opposite an oxidized form of 7,8-dihydro-8-oxoguanine. | 1999 Jan 15 |
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| Development of a (32)P-postlabeling/HPLC method for detection of dehydroretronecine-derived DNA adducts in vivo and in vitro. | 2001 Jan |
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| Titanium(IV) targets phosphoesters on nucleotides: implications for the mechanism of action of the anticancer drug titanocene dichloride. | 2001 Sep |
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| Therapeutic approaches for chronic gastralgia based on differentiation of symptoms and signs. | 2002 Jul |
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| Accurate nucleic acid concentrations by nuclear magnetic resonance. | 2002 Sep 15 |
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| Internal degrees of freedom, structural motifs, and conformational energetics of the 5'-deoxyadenosyl radical: implications for function in adenosylcobalamin-dependent enzymes. A computational study. | 2003 Jan 15 |
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| Evaluating the contribution of base stacking during translesion DNA replication. | 2004 Jan 20 |
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| LC-MS/MS identification and yeast polymerase eta bypass of a novel gamma-irradiation-induced intrastrand cross-link lesion G[8-5]C. | 2004 Jun 1 |
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| Synchrotron radiation circular dichroism spectroscopy of ribose and deoxyribose sugars, adenosine, AMP and dAMP nucleotides. | 2005 Dec 9 |
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| 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 Jun |
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| Simultaneous determination of thymidylate and thymidine diphosphate by capillary electrophoresis as a rapid monitoring tool for thymidine kinase and thymidylate kinase activities. | 2005 Jun |
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| Single-molecule detection of biomolecules by surface-enhanced coherent anti-Stokes Raman scattering. | 2005 May 1 |
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| A lysine residue in the fingers subdomain of T7 DNA polymerase modulates the miscoding potential of 8-oxo-7,8-dihydroguanosine. | 2005 Nov |
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| Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion. | 2005 Oct |
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| Ligand-assisted aggregation of proteins. Dimerization of serum amyloid P component by bivalent ligands. | 2005 Sep 9 |
|
| Deoxy-adenosine-monophosphate (dAMP) di-n-butylester induces apoptosis by increasing the dATP level in HL-60 cells. | 2006 Apr 28 |
|
| Cloning of deoxynucleoside monophosphate kinase genes and biosynthesis of deoxynucleoside diphosphates. | 2006 Feb 20 |
|
| Conversions of formaldehyde-modified 2'-deoxyadenosine 5'-monophosphate in conditions modeling formalin-fixed tissue dehydration. | 2006 Mar |
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| Simultaneous determination of adenosine and its metabolites by capillary electrophoresis as a rapid monitoring tool for 5'-nucleotidase activity. | 2006 Sep 29 |
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| Review of tenofovir-emtricitabine. | 2007 Dec |
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| Stereospecific synthesis and characterization of oligodeoxyribonucleotides containing an N2-(1-carboxyethyl)-2'-deoxyguanosine. | 2007 Oct 10 |
|
| Barrier-free proton transfer in the valence anion of 2'-deoxyadenosine-5'-monophosphate. II. A computational study. | 2008 Jan 28 |
|
| Photoelectron spectroscopy of the parent anions of the nucleotides, adenosine-5'-monophosphate and 2'deoxyadenosine-5'-monophosphate. | 2008 Jan 28 |
|
| One-electron oxidation of 2'-deoxyadenosine-5'-phosphate: comparisons of theoretical calculations with experimental values. | 2008 Sep 11 |
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| Phosphodiester substrates for incorporation of nucleotides in DNA using HIV-1 reverse transcriptase. | 2009 Sep 4 |
|
| Influence of the linkage between leaving group and nucleoside on substrate efficiency for incorporation in DNA catalyzed by reverse transcriptase. | 2010 Jul 5 |
|
| Substitution of Ala for Tyr567 in RB69 DNA polymerase allows dAMP to be inserted opposite 7,8-dihydro-8-oxoguanine . | 2010 May 18 |
|
| Nucleotide recognition and phosphate linkage hydrolysis at a lipid cubic interface. | 2010 Nov 17 |
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
Sat Dec 16 09:53:53 UTC 2023
by
admin
on
Sat Dec 16 09:53:53 UTC 2023
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| Record UNII |
VFR8I97ORM
|
| 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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17713
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