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Search for "affinity-guided chemistry" in Full Text gives 1 result(s) in Beilstein Journal of Organic Chemistry.

Site-specific labelling of native peptides and proteins: chemical and enzymatic strategies

Antonio Angelastro,
Jonathan Bargh,
Subhajit Guria,
Victor Laserna and
Louis Luk

Beilstein J. Org. Chem. 2026, 22, 857–881, doi:10.3762/bjoc.22.67

highlight opportunities for innovation in next-generation native-sequence protein modification technologies. Keywords: affinity-guided chemistry; disulfide-rebridging; enzyme catalysis; glycan modifications; native-sequence; protein labelling; small-molecule modifications; terminal; Introduction Protein

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Graphical Abstract

Scheme 1: a) Sanger’s reagent (1), b) reductive amination by sodium cyanoborohydride, c) native chemical liga...

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Scheme 2: Introduction of carbonyl functionality at protein N-termini via a) oxidation by periodate, b) Rapop...

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Scheme 3: a) Concept of disulfide rebridging. Reagents include b) sulfones 6, c) dihaloacetones 7, d) dibromo...

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Scheme 4: Multi-disulfide rebridging technologies.

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Scheme 5: Formation of full- and half-antibody as a result of disulfide rebridging.

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Scheme 6: Use of 2,3-diaminopropionic acid (DAP, 13) for native-sequence substrate profiling.

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Scheme 7: Affinity-guided labelling. a) Reagents and catalysts appended to the binder include electrophilic m...

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Scheme 8: Chemical sequence to convert subtilisin serine residue into a cysteine analogue.

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Scheme 9: Examples of small molecule reagents. Modifications of a–c) methionine by oxaziridine 22, hypervalen...

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Scheme 10: Labelling of arginine by reagents carrying a) glyoxal 27, b) phenanthrenequinones 28, c) DKPA 29 gr...

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Scheme 11: Examples of linchpin-directed modification targeting a) histidine, b) aspartic acid, and c) lysine ...

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Scheme 12: Overview of glycan-directed strategies for site-specific protein modification. a) Structural motifs...

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Scheme 13: Generic reaction mechanisms recruited by various native-sequence modifying enzymes.

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Scheme 14: a,b) Engineered biocatalysts including sortase. Proteins AGA1 and AGA2 are surface proteins natural...

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Scheme 15: Engineered biocatalysts include a) microbial transglutaminase (MTG) and b) penicillin G acylase (PG...

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Scheme 16: Selection scheme of a suitable native-sequence labelling tool.

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Review

Published 03 Jun 2026

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