Evidence map›Paper›PMID 36982208›Full record

ArticleInternational journal of molecular sciences2023

Aminooxy Click Modification of a Periodate-Oxidized Immunoglobulin G: A General Approach to Antibody-Drug Conjugates with Dye-Mediated Expeditious Stoichiometry Control.

Ksenia A Sapozhnikova, Evgeny L Gulyak, Vladimir A Brylev, Vsevolod A Misyurin, Sergey D Oreshkov, Anastasiya V Alexeeva, Dmitry Yu Ryazantsev, Maria A Simonova, Ekaterina V Ryabukhina, Galina P Popova and 7 more

Open access · goldFull text read
In one paragraph

Article in International journal of molecular sciences, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing papers in PubMed
0.6field-weighted citation impact, top 39% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

2 citing papers in PubMed, 4 citations in OpenAlex.

  1. Article
  2. Introduction of Carbonyl Groups into Antibodies.Molecules (Basel, Switzerland) · 2023
    Review
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

17 authors at 3 institutions in 1 country.

Ksenia A SapozhnikovaShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.ORCID 0000-0001-5847-7766
Evgeny L GulyakShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Vladimir A BrylevShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Vsevolod A MisyurinN.N. Blokhin National Medical Cancer Research Center, Ministry of Health of Russia, Kashirskoye sh. 24, 115478 Moscow, Russia.
Sergey D OreshkovShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Anastasiya V AlexeevaGeneTechnology LLC, Profsoyuznaya 104, 117485 Moscow, Russia.
Dmitry Yu RyazantsevShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.ORCID 0000-0003-4597-7109
Maria A SimonovaShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Ekaterina V RyabukhinaShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Galina P PopovaShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Nataliya A TikhonovaGeneTechnology LLC, Profsoyuznaya 104, 117485 Moscow, Russia.
Natalia A LyzhkoGeneTechnology LLC, Profsoyuznaya 104, 117485 Moscow, Russia.
Alexander E BarmashovN.N. Blokhin National Medical Cancer Research Center, Ministry of Health of Russia, Kashirskoye sh. 24, 115478 Moscow, Russia.
Andrey V MisyurinGeneTechnology LLC, Profsoyuznaya 104, 117485 Moscow, Russia.
Alexey V UstinovShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.
Vera A AlferovaShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.ORCID 0000-0002-8961-5890
Vladimir A KorshunShemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Miklukho-Maklaya 16/10, 117997 Moscow, Russia.ORCID 0000-0001-9436-6561
Institute of Bioorganic Chemistry · RUMinistry of Health of the Russian Federation · RULomonosov Moscow State University · RU

Funding

Russian Science Foundation 20-15-00361
6 · The paper itself

Abstract

A universal approach to the construction of antibody-drug conjugates (ADCs) has been developed. It relies on periodate oxidation of naturally present glycans of immunoglobulin G, followed by oxime ligation and, optionally, copper(I)-catalyzed alkyne-azide cycloaddition for conjugation with a toxic payload. The introduction of highly absorbing cyanine dyes into the linker allows for facile determination of the drug-antibody ratio. We applied this methodology to the synthesis of cytotoxic conjugates of an antibody against the tumor-associated antigen PRAME with doxorubicin and monomethyl auristatin E (MMAE). The resultant conjugates retained their affinity to a large extent, yet their cytotoxicity in vitro varied dramatically: while the doxorubicin-based conjugate did not produce any effect on cells, the MMAE-based one demonstrated specific activity against PRAME-expressing cancer cell lines. Importantly, the latter conjugate constitutes the first reported example of a PRAME-targeting ADC.

Indexed as

Antineoplastic AgentsImmunoconjugatesCell Line, TumorDoxorubicinImmunoglobulin GPeriodic AcidAntineoplastic AgentsDoxorubicinImmunoconjugatesImmunoglobulin GmetaperiodatePeriodic AcidADCantibodycleavable linkersCuAACcyanine dyesdoxorubicinMMAEoxime ligationperiodate oxidationPRAME

Identifiers

PMID36982208
PMCPMC10049567
OpenAlexW4323568908

What OpenQuestion holds

Textfull text, public
LicenceCC BY
measurements read112
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.