Synthesis and characterization of oligonucleotides containing a nitrogen mustard formamidopyrimidine monoadduct of deoxyguanosine. (Q42546307)

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:25136769 AND SRC:MED&resulttype=core&format=json

13 March 2020

title

Synthesis and characterization of oligonucleotides containing a nitrogen mustard formamidopyrimidine monoadduct of deoxyguanosine (English)

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13 March 2020

3

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13 March 2020

author name string

Plamen P Christov

series ordinal

1

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13 March 2020

Kyu-Jun Son

series ordinal

2

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13 March 2020

publication date

28 August 2014

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Chemical Research in Toxicology

13 March 2020

published in

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13 March 2020

volume

27

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13 March 2020

issue

9

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13 March 2020

page(s)

1610-1618

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Molecular basis of aflatoxin-induced mutagenesis-role of the aflatoxin B1-formamidopyrimidine adduct

13 March 2020

cites work

1 reference

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Mutagenic spectra arising from replication bypass of the 2,6-diamino-4-hydroxy-N(5)-methyl formamidopyrimidine adduct in primate cells.

28 May 2018

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The Fpg/Nei family of DNA glycosylases: substrates, structures, and search for damage

28 May 2018

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The formamidopyrimidines: purine lesions formed in competition with 8-oxopurines from oxidative stress

28 May 2018

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HPLC-UV, MALDI-TOF-MS and ESI-MS/MS Analysis of the Mechlorethamine DNA Crosslink at a Cytosine-Cytosine Mismatch Pair

28 May 2018

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Mechlorethamine-induced DNA-protein cross-linking in human fibrosarcoma (HT1080) cells

28 May 2018

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Novel post-synthetic generation, isomeric resolution, and characterization of Fapy-dG within oligodeoxynucleotides: differential anomeric impacts on DNA duplex properties

28 May 2018

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Selective Incision of the alpha-N-Methyl-Formamidopyrimidine Anomer by Escherichia coli Endonuclease IV.

28 May 2018

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The mouse ortholog of NEIL3 is a functional DNA glycosylase in vitro and in vivo

28 May 2018

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Chemical biology of mutagenesis and DNA repair: cellular responses to DNA alkylation

28 May 2018

1 reference

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Cyclophosphamide and cancer: golden anniversary

28 May 2018

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The formation and biological significance of N7-guanine adducts

28 May 2018

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Generation of DNA interstrand cross-links by post-synthetic reductive amination

28 May 2018

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Site-specific synthesis and characterization of oligonucleotides containing an N6-(2-deoxy-D-erythro-pentofuranosyl)-2,6-diamino-3,4-dihydro-4-oxo-5-N-methylformamidopyrimidine lesion, the ring-opened product from N7-methylation of deoxyguanosine

28 May 2018

1 reference

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Formamidopyrimidines in DNA: mechanisms of formation, repair, and biological effects

28 May 2018

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The formamidopyrimidine derivative of 7-(2-oxoethyl)-2'-deoxyguanosine

28 May 2018

1 reference

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Bacterial base excision repair enzyme Fpg recognizes bulky N7-substituted-FapydG lesion via unproductive binding mode

28 May 2018

1 reference

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Synthesis of N2-substituted deoxyguanosine nucleosides from 2-fluoro-6-O-(trimethylsilylethyl)-2'-deoxyinosine

28 May 2018

1 reference

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DNA apurinic-apyrimidinic site binding and excision by endonuclease IV

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Efficient removal of formamidopyrimidines by 8-oxoguanine glycosylases

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Unraveling the three-metal-ion catalytic mechanism of the DNA repair enzyme endonuclease IV

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Unraveling the aflatoxin-FAPY conundrum: structural basis for differential replicative processing of isomeric forms of the formamidopyrimidine-type DNA adduct of aflatoxin B1.

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

The reaction of mono- and di-functional alkylating agents with nucleic acids

28 May 2018

1 reference

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Genetic effects of oxidative DNA damages: comparative mutagenesis of the imidazole ring-opened formamidopyrimidines (Fapy lesions) and 8-oxo-purines in simian kidney cells

28 May 2018

1 reference

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Excision of formamidopyrimidine lesions by endonucleases III and VIII is not a major DNA repair pathway in Escherichia coli

28 May 2018

1 reference

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DNA interstrand crosslinks: natural and drug-induced DNA adducts that induce unique cellular responses

28 May 2018

1 reference

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Timeline: Chemotherapy and the war on cancer.

28 May 2018

1 reference

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Biologically relevant chemical reactions of N7-alkylguanine residues in DNA.

28 May 2018

1 reference

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Repairing DNA-methylation damage

28 May 2018

1 reference

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The biological effects of N3-methyladenine

28 May 2018

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Differential specificity of human and Escherichia coli endonuclease III and VIII homologues for oxidative base lesions

28 May 2018

1 reference

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Revised UV extinction coefficients for nucleoside-5'-monophosphates and unpaired DNA and RNA.

28 May 2018

1 reference

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Synthesis, stability, and conformation of the formamidopyrimidine G DNA lesion

28 May 2018

1 reference

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Escherichia coli FPG and human OGG1 reduce DNA damage and cytotoxicity by BCNU in human lung cells

28 May 2018

1 reference

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Protection of mammalian cells against chemotherapeutic agents thiotepa, 1,3-N,N'-bis(2-chloroethyl)-N-nitrosourea, and mafosfamide using the DNA base excision repair genes Fpg and alpha-hOgg1: implications for protective gene therapy applications.

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Cell-cycle regulation, intracellular sorting and induced overexpression of the human NTH1 DNA glycosylase involved in removal of formamidopyrimidine residues from DNA

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Unmasking a killer: DNA O(6)-methylguanine and the cytotoxicity of methylating agents

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Distinct repair activities of human 7,8-dihydro-8-oxoguanine DNA glycosylase and formamidopyrimidine DNA glycosylase for formamidopyrimidine and 7,8-dihydro-8-oxoguanine

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Structure of the DNA repair enzyme endonuclease IV and its DNA complex: double-nucleotide flipping at abasic sites and three-metal-ion catalysis

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

An Intercalated and Thermally Stable FAPY Adduct of Aflatoxin B1 in a DNA Duplex: Structural Refinement from 1H NMR

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

The apurinic–apyrimidinic endonuclease IV family of DNA repair enzymes

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Substrate specificity of the Ogg1 protein of Saccharomyces cerevisiae: excision of guanine lesions produced in DNA by ionizing radiation- or hydrogen peroxide/metal ion-generated free radicals

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Base excision of oxidative purine and pyrimidine DNA damage in Saccharomyces cerevisiae by a DNA glycosylase with sequence similarity to endonuclease III from Escherichia coli

28 May 2018

1 reference

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Reduction of the toxicity and mutagenicity of aziridine in mammalian cells harboring the Escherichia coli fpg gene

28 May 2018

1 reference

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Alkylation of DNA by the nitrogen mustard bis(2-chloroethyl)methylamine

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

DNA damage and mutagenesis induced by nitrogen mustards

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Alpha-deoxyadenosine, a major anoxic radiolysis product of adenine in DNA, is a substrate for Escherichia coli endonuclease IV.

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Metabolic activation of aflatoxin B1: patterns of DNA adduct formation, removal, and excretion in relation to carcinogenesis

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Characterization of the purine ring-opened 7-methylguanine and its persistence in rat bladder epithelial DNA after treatment with the carcinogen N-methylnitrosourea.

28 May 2018

1 reference

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Two rotameric forms of open ring 7-methylguanine are present in alkylated polynucleotides

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Binding of metabolites of cyclophosphamide to DNA in a rat liver microsomal system and in vivo in mice

28 May 2018

1 reference

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Stabilities of 7-alkylguanosines and 7-deoxyguanosines formed by phosphoramide mustard and nitrogen mustard

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

DNA-binding products of nornitrogen mustard, a metabolite of cyclophosphamide

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Reaction of acid-activated mitomycin C with calf thymus DNA and model guanines: elucidation of the base-catalyzed degradation of N7-alkylguanine nucleosides.

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Synthesis of a duplex oligonucleotide containing a nitrogen mustard interstrand DNA-DNA cross-link.

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Depurination from DNA of 7-methylguanine, 7-(2-aminoethyl)-guanine and ring-opened 7-methylguanines

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Distribution of methyl and ethyl adducts following alkylation with monofunctional alkylating agents

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

DNA-protein cross-linking and DNA interstrand cross-linking by haloethylnitrosoureas in L1210 cells

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Repair of formamidopyrimidines in DNA involves different glycosylases: role of the OGG1, NTH1, and NEIL1 enzymes

28 May 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Synthesis of oligonucleotides containing Fapy.dG (N(6)-(2-deoxy-alpha,beta-D-erythropentofuranosyl)-2,6-diamino-4-hydroxy-5-formamidopyrimidine) using a 5'-dimethoxytrityl dinucleotide phosphoramidite

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Alpha-anomeric deoxynucleotides, anoxic products of ionizing radiation, are substrates for the endonuclease IV-type AP endonucleases

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Probing the configurations of formamidopyrimidine lesions Fapy.dA and Fapy.dG in DNA using endonuclease IV.

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Site-specific synthesis and properties of oligonucleotides containing C8-deoxyguanosine adducts of the dietary mutagen IQ.

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Adenine-containing DNA-DNA cross-links of antitumor nitrogen mustards

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Aflatoxin B1 formamidopyrimidine adducts are preferentially repaired by the nucleotide excision repair pathway in vivo

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Studies on N4-(2-deoxy-D-pentofuranosyl)-4,6-diamino-5-formamidopyrimidine (Fapy.dA) and N6-(2-deoxy-D-pentofuranosyl)-6-diamino-5-formamido-4-hydroxypyrimidine (Fapy.dG).

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Synthesis of oligonucleotides containing Fapy.dG (N6-(2-deoxy-alpha,beta-D-erythro-pentofuranosyl)-2,6-diamino-4-hydroxy-5-formamidopyrimidine).

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Retrovirus-mediated expression of the base excision repair proteins, formamidopyrimidine DNA glycosylase or human oxoguanine DNA glycosylase, protects hematopoietic cells from N,N',N"-triethylenethiophosphoramide (thioTEPA)-induced toxicity in vitro

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Recognition of formamidopyrimidine by Escherichia coli and mammalian thymine glycol glycosylases. Distinctive paired base effects and biological and mechanistic implications

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Activity of Escherichia coli DNA-glycosylases on DNA damaged by methylating and ethylating agents and influence of 3-substituted adenine derivatives

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

The ring fragmentation product of thymidine C5-hydrate when present in DNA is repaired by the Escherichia coli Fpg and Nth proteins.

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Increased resistance to N,N',N"-triethylenethiophosphoramide (thiotepa) in cells expressing the Escherichia coli formamidopyrimidine-DNA glycosylase.

16 August 2018

1 reference

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/elink.fcgi?dbfrom=pmc&linkname=pmc_refs_pubmed&retmode=json&id=4164228

Fpg protein releases a ring-opened N-7 guanine adduct from DNA that has been modified by sulfur mustard

16 August 2018

1 reference

12 December 2020

Construction of a human shuttle vector containing a single nitrogen mustard interstrand, DNA-DNA cross-link at a unique plasmid location

1 reference

12 December 2020

DNA-DNA and DNA-protein crosslinking and repair in Neurospora crassa following exposure to nitrogen mustard

1 reference

12 December 2020

Structure of formamidopyrimidine adducts as determined by NMR using specifically nitrogen-15-labeled guanosine

1 reference

12 December 2020

Alkylation of DNA by melphalan with special reference to adenine derivatives and adenine-guanine cross-linking

1 reference

12 December 2020

Analysis and excision of ring-opened phosphoramide mustard-deoxyguanine adducts in DNA

1 reference

12 December 2020

DNA Cross-Linking Agents as Antitumor Drugs

1 reference

12 December 2020

A mechlorethamine-induced DNA interstrand cross-link bends duplex DNA

1 reference

12 December 2020

Formamidopyrimidine adducts are detected using the comet assay in human cells treated with reactive metabolites of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK)

1 reference

12 December 2020

Alkylation of guanosine by phosphoramide mustard, chloromethine hydrochloride and chlorambucil

1 reference

12 December 2020

Reactions of ethyleneimine with guanosine and deoxyguanosine

1 reference

12 December 2020

Chemistry of Glycosylases and Endonucleases Involved in Base-Excision Repair

1 reference

12 December 2020

Excision of imidazole ring-opened N7-hydroxyethylguanine from chloroethylnitrosourea-treated DNA by Escherichia coli formamidopyrimidine-DNA glycosylase

1 reference

12 December 2020

Identifiers

DOI

10.1021/TX5002354

1 reference

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:25136769 AND SRC:MED&resulttype=core&format=json

release_edpo6hk6kzaexekqza4gkdrv5q

13 March 2020

Fatcat ID

1 reference

Fatcat

https://api.fatcat.wiki/v0/release/edpo6hk6kzaexekqza4gkdrv5q

24 November 2022

mapped directly with Wikidata item

1 reference

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:25136769 AND SRC:MED&resulttype=core&format=json

13 March 2020

PubMed publication ID

25136769

1 reference

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:25136769 AND SRC:MED&resulttype=core&format=json