Chemical Conjugation to Less Targeted Proteinogenic Amino Acids

Nanna L. Kjaersgaard; Thorbjorn B. Nielsen; Kurt V. Gothelf

doi:10.1002/cbic.202200245

Chemical Conjugation to Less Targeted Proteinogenic Amino Acids

Nanna L. Kjaersgaard, Thorbjorn B. Nielsen, Kurt V. Gothelf^*

^*Corresponding author for this work

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Review › Research › peer-review

25 Citations (Scopus)

42 Downloads (Pure)

Abstract

Protein bioconjugates are in high demand for applications in biomedicine, diagnostics, chemical biology and bionanotechnology. Proteins are large and sensitive molecules containing multiple different functional groups and in particular nucleophilic groups. In bioconjugation reactions it can therefore be challenging to obtain a homogeneous product in high yield. Numerous strategies for protein conjugation have been developed, of which a vast majority target lysine, cysteine and to a lesser extend tyrosine. Likewise, several methods that involve recombinantly engineered protein tags have been reported. In recent years a number of methods have emerged for chemical bioconjugation to other amino acids and in this review, we present the progress in this area.

Original language	English
Article number	e202200245
Journal	ChemBioChem
Volume	23
Issue	19
Number of pages	14
ISSN	1439-4227
DOIs	https://doi.org/10.1002/cbic.202200245
Publication status	Published - Oct 2022

Keywords

bioconjugation
chemical protein labeling
protein conjugation
protein modifications
site-specific conjugation
TRYPTOPHAN-CONTAINING PEPTIDES
SITE-SPECIFIC PEGYLATION
ANTIBODY-DRUG CONJUGATE
SELECTIVE BIOCONJUGATION
RADICAL TRIFLUOROMETHYLATION
TYROSINE BIOCONJUGATION
PERIODATE-OXIDATION
RHODIUM CARBENOIDS
ARGININE RESIDUES
ACTIVE-SITE

Access to Document

10.1002/cbic.202200245Licence: CC BY-NC-ND

ChemBioChem - 2022 - Kj rsgaardFinal published version, 5.21 MBLicence: CC BY-NC-ND

Cite this

@article{25bc4d8aa672466ca5b9892156fdde5b,

title = "Chemical Conjugation to Less Targeted Proteinogenic Amino Acids",

abstract = "Protein bioconjugates are in high demand for applications in biomedicine, diagnostics, chemical biology and bionanotechnology. Proteins are large and sensitive molecules containing multiple different functional groups and in particular nucleophilic groups. In bioconjugation reactions it can therefore be challenging to obtain a homogeneous product in high yield. Numerous strategies for protein conjugation have been developed, of which a vast majority target lysine, cysteine and to a lesser extend tyrosine. Likewise, several methods that involve recombinantly engineered protein tags have been reported. In recent years a number of methods have emerged for chemical bioconjugation to other amino acids and in this review, we present the progress in this area.",

keywords = "bioconjugation, chemical protein labeling, protein conjugation, protein modifications, site-specific conjugation, TRYPTOPHAN-CONTAINING PEPTIDES, SITE-SPECIFIC PEGYLATION, ANTIBODY-DRUG CONJUGATE, SELECTIVE BIOCONJUGATION, RADICAL TRIFLUOROMETHYLATION, TYROSINE BIOCONJUGATION, PERIODATE-OXIDATION, RHODIUM CARBENOIDS, ARGININE RESIDUES, ACTIVE-SITE",

author = "Kjaersgaard, {Nanna L.} and Nielsen, {Thorbjorn B.} and Gothelf, {Kurt V.}",

note = "{\textcopyright} 2022 The Authors. ChemBioChem published by Wiley-VCH GmbH.",

year = "2022",

month = oct,

doi = "10.1002/cbic.202200245",

language = "English",

volume = "23",

journal = "ChemBioChem",

issn = "1439-4227",

publisher = "John Wiley & Sons Inc.",

number = "19",

}

TY - JOUR

T1 - Chemical Conjugation to Less Targeted Proteinogenic Amino Acids

AU - Kjaersgaard, Nanna L.

AU - Nielsen, Thorbjorn B.

AU - Gothelf, Kurt V.

PY - 2022/10

Y1 - 2022/10

N2 - Protein bioconjugates are in high demand for applications in biomedicine, diagnostics, chemical biology and bionanotechnology. Proteins are large and sensitive molecules containing multiple different functional groups and in particular nucleophilic groups. In bioconjugation reactions it can therefore be challenging to obtain a homogeneous product in high yield. Numerous strategies for protein conjugation have been developed, of which a vast majority target lysine, cysteine and to a lesser extend tyrosine. Likewise, several methods that involve recombinantly engineered protein tags have been reported. In recent years a number of methods have emerged for chemical bioconjugation to other amino acids and in this review, we present the progress in this area.

AB - Protein bioconjugates are in high demand for applications in biomedicine, diagnostics, chemical biology and bionanotechnology. Proteins are large and sensitive molecules containing multiple different functional groups and in particular nucleophilic groups. In bioconjugation reactions it can therefore be challenging to obtain a homogeneous product in high yield. Numerous strategies for protein conjugation have been developed, of which a vast majority target lysine, cysteine and to a lesser extend tyrosine. Likewise, several methods that involve recombinantly engineered protein tags have been reported. In recent years a number of methods have emerged for chemical bioconjugation to other amino acids and in this review, we present the progress in this area.

KW - bioconjugation

KW - chemical protein labeling

KW - protein conjugation

KW - protein modifications

KW - site-specific conjugation

KW - TRYPTOPHAN-CONTAINING PEPTIDES

KW - SITE-SPECIFIC PEGYLATION

KW - ANTIBODY-DRUG CONJUGATE

KW - SELECTIVE BIOCONJUGATION

KW - RADICAL TRIFLUOROMETHYLATION

KW - TYROSINE BIOCONJUGATION

KW - PERIODATE-OXIDATION

KW - RHODIUM CARBENOIDS

KW - ARGININE RESIDUES

KW - ACTIVE-SITE

U2 - 10.1002/cbic.202200245

DO - 10.1002/cbic.202200245

M3 - Review

C2 - 35781760

SN - 1439-4227

VL - 23

JO - ChemBioChem

JF - ChemBioChem

IS - 19

M1 - e202200245

ER -

Chemical Conjugation to Less Targeted Proteinogenic Amino Acids

Abstract

Keywords

Access to Document

Fingerprint

Cite this