Selective protein N-terminal labeling with N-hydroxysuccinimide esters.
Cyanine dye
Expressed protein ligation
N-hydroxysuccinimde ester
Native chemical ligation
Protein labeling
Journal
Methods in enzymology
ISSN: 1557-7988
Titre abrégé: Methods Enzymol
Pays: United States
ID NLM: 0212271
Informations de publication
Date de publication:
2020
2020
Historique:
entrez:
2
6
2020
pubmed:
2
6
2020
medline:
24
6
2021
Statut:
ppublish
Résumé
In order to gain detailed insight into the biochemical behavior of proteins, researchers have developed chemical tools to incorporate new functionality into proteins beyond the canonical 20 amino acids. Important considerations regarding effective chemical modification of proteins include chemoselectivity, near stoichiometric labeling, and reaction conditions that maintain protein stability. Taking these factors into account, we discuss an N-terminal labeling strategy that employs a simple two-step "one-pot" method using N-hydroxysuccinimide (NHS) esters. The first step converts a R-NHS ester into a more chemoselective R-thioester. The second step reacts the in situ generated R-thioester with a protein that harbors an N-terminal cysteine to generate a new amide bond. This labeling reaction is selective for the N-terminus with high stoichiometry. Herein, we provide a detailed description of this method and further highlight its utility with a large protein (>100kDa) and labeling with a commonly used cyanine dye.
Identifiants
pubmed: 32475408
pii: S0076-6879(20)30146-4
doi: 10.1016/bs.mie.2020.04.018
pmc: PMC7340118
mid: NIHMS1603555
pii:
doi:
Substances chimiques
Esters
0
Proteins
0
Succinimides
0
Cysteine
K848JZ4886
N-hydroxysuccinimide
MJE3791M4T
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Langues
eng
Sous-ensembles de citation
IM
Pagination
333-353Subventions
Organisme : NIGMS NIH HHS
ID : F32 GM120855
Pays : United States
Organisme : NIGMS NIH HHS
ID : K99 GM130961
Pays : United States
Organisme : NCI NIH HHS
ID : R01 CA074305
Pays : United States
Organisme : NIGMS NIH HHS
ID : T32 GM095450
Pays : United States
Informations de copyright
© 2020 Elsevier Inc. All rights reserved.
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