Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics

Abstract Sulfur‐fluoride exchange (SuFEx) reaction is an emerging class of click chemistry reaction. Owing to its efficient reactivity under physiological conditions, SuFEx reaction is used to construct covalent protein drugs. Herein, a covalent affibody‐molecular glue drug conjugate nanoagent is re...

Full description

Saved in:
Bibliographic Details
Main Authors: Wenhui Gao, Xiaoyuan Yang, Qingrong Li, Yingchun Liu, Wei Huang, Xuelin Xia, Deyue Yan
Format: Article
Language:English
Published: Wiley 2025-03-01
Series:Advanced Science
Subjects:
Online Access:https://doi.org/10.1002/advs.202412273
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1850160191693127680
author Wenhui Gao
Xiaoyuan Yang
Qingrong Li
Yingchun Liu
Wei Huang
Xuelin Xia
Deyue Yan
author_facet Wenhui Gao
Xiaoyuan Yang
Qingrong Li
Yingchun Liu
Wei Huang
Xuelin Xia
Deyue Yan
author_sort Wenhui Gao
collection DOAJ
description Abstract Sulfur‐fluoride exchange (SuFEx) reaction is an emerging class of click chemistry reaction. Owing to its efficient reactivity under physiological conditions, SuFEx reaction is used to construct covalent protein drugs. Herein, a covalent affibody‐molecular glue drug conjugate nanoagent is reported, which can irreversibly bind with its target protein through proximity‐enabled SuFEx reaction. As a proof of concept, a latent bioreactive unnatural amino acid fluorosulfate‐L‐tyrosine (FSY) is first introduced at site 36 of the affibody with cysteine mutation (ZHER2:342‐Cys) to produce ZHER2:342‐36FSY‐Cys. Subsequently, ZHER2:342‐36FSY‐Cys is coupled with a molecular glue drug (CR8) to yield an amphiphilic conjugate of ZHER2:342‐36FSY‐CR8, which can self‐assemble into affibody–drug conjugate nanoagent (ZHER2:342‐36FSY‐CR8 ADCN) in PBS. When ZHER2:342‐36FSY‐CR8 ADCN specific binds to human epidermal growth factor receptor 2 (HER2) on cancer cells, the FSY36 of ZHER2:342 approaches to the His490 of HER2 and ultimately reacts with each other to form a covalent bond via SuFEx reaction. Such a covalent binding mode endows ZHER2:342‐36FSY‐CR8 ADCN with permanent binding ability to effectively increase the concentration of drugs in tumor. Eventually, the covalent ZHER2:342‐36FSY‐CR8 ADCN exhibits an outstanding tumor inhibition ratio of 90.03 ± 4.29% in HER2‐positive ovary tumor models, strikingly higher than that of the noncovalent one (64.25 ± 7.71%).
format Article
id doaj-art-e9b48f3377e84ca1a4a9382dc1a47d45
institution OA Journals
issn 2198-3844
language English
publishDate 2025-03-01
publisher Wiley
record_format Article
series Advanced Science
spelling doaj-art-e9b48f3377e84ca1a4a9382dc1a47d452025-08-20T02:23:12ZengWileyAdvanced Science2198-38442025-03-011210n/an/a10.1002/advs.202412273Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive TherapeuticsWenhui Gao0Xiaoyuan Yang1Qingrong Li2Yingchun Liu3Wei Huang4Xuelin Xia5Deyue Yan6School of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaSchool of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaSchool of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaSchool of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaSchool of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaSchool of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaSchool of Chemistry and Chemical Engineering Frontiers Science Center for Transformative Molecules Shanghai Jiao Tong University Shanghai 200240 ChinaAbstract Sulfur‐fluoride exchange (SuFEx) reaction is an emerging class of click chemistry reaction. Owing to its efficient reactivity under physiological conditions, SuFEx reaction is used to construct covalent protein drugs. Herein, a covalent affibody‐molecular glue drug conjugate nanoagent is reported, which can irreversibly bind with its target protein through proximity‐enabled SuFEx reaction. As a proof of concept, a latent bioreactive unnatural amino acid fluorosulfate‐L‐tyrosine (FSY) is first introduced at site 36 of the affibody with cysteine mutation (ZHER2:342‐Cys) to produce ZHER2:342‐36FSY‐Cys. Subsequently, ZHER2:342‐36FSY‐Cys is coupled with a molecular glue drug (CR8) to yield an amphiphilic conjugate of ZHER2:342‐36FSY‐CR8, which can self‐assemble into affibody–drug conjugate nanoagent (ZHER2:342‐36FSY‐CR8 ADCN) in PBS. When ZHER2:342‐36FSY‐CR8 ADCN specific binds to human epidermal growth factor receptor 2 (HER2) on cancer cells, the FSY36 of ZHER2:342 approaches to the His490 of HER2 and ultimately reacts with each other to form a covalent bond via SuFEx reaction. Such a covalent binding mode endows ZHER2:342‐36FSY‐CR8 ADCN with permanent binding ability to effectively increase the concentration of drugs in tumor. Eventually, the covalent ZHER2:342‐36FSY‐CR8 ADCN exhibits an outstanding tumor inhibition ratio of 90.03 ± 4.29% in HER2‐positive ovary tumor models, strikingly higher than that of the noncovalent one (64.25 ± 7.71%).https://doi.org/10.1002/advs.202412273affibody‐molecular glue drug conjugatecovalent nanoagentproximity‐enabled reactive therapeuticsSuFEx reaction
spellingShingle Wenhui Gao
Xiaoyuan Yang
Qingrong Li
Yingchun Liu
Wei Huang
Xuelin Xia
Deyue Yan
Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics
Advanced Science
affibody‐molecular glue drug conjugate
covalent nanoagent
proximity‐enabled reactive therapeutics
SuFEx reaction
title Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics
title_full Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics
title_fullStr Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics
title_full_unstemmed Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics
title_short Covalent Affibody‐Molecular Glue Drug Conjugate Nanoagent for Proximity‐Enabled Reactive Therapeutics
title_sort covalent affibody molecular glue drug conjugate nanoagent for proximity enabled reactive therapeutics
topic affibody‐molecular glue drug conjugate
covalent nanoagent
proximity‐enabled reactive therapeutics
SuFEx reaction
url https://doi.org/10.1002/advs.202412273
work_keys_str_mv AT wenhuigao covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics
AT xiaoyuanyang covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics
AT qingrongli covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics
AT yingchunliu covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics
AT weihuang covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics
AT xuelinxia covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics
AT deyueyan covalentaffibodymoleculargluedrugconjugatenanoagentforproximityenabledreactivetherapeutics