Metal-free and pH-controlled introduction of azides in proteins

S. Schoffelen; M.B. van Eldijk; Bart Rooijakkers; Reinout Raijmakers; A.J.R. Heck; J.C.M. van Hest

doi:10.1039/c0sc00562b

Metal-free and pH-controlled introduction of azides in proteins

S. Schoffelen, M.B. van Eldijk, Bart Rooijakkers, Reinout Raijmakers, A.J.R. Heck, J.C.M. van Hest

Research output: Contribution to journal › Article › Academic › peer-review

49 Citations (Scopus)

42 Downloads (Pure)

Abstract

Conversion of amines into azides using imidazole-1-sulfonyl azide as a diazotransfer reagent has proven to be a straightforward way to introduce targetable handles into proteins. We explored whether less toxic and milder conditions than described before could be applied. It was shown that the aqueous diazotransfer proceeds without adding Cu(II) not only at pH 11 but also at pH 8.5. The diazotransfer was shown to be selective towards a single amine.

Original language	English
Pages (from-to)	701-705
Number of pages	5
Journal	Chemical Science
Volume	2
Issue number	4
DOIs	https://doi.org/10.1039/c0sc00562b
Publication status	Published - 2011
Externally published	Yes

Access to Document

10.1039/c0sc00562b

published versionFinal published version, 247 KB

Cite this

@article{b867cfac6cea4240b21b416d44aa377f,

title = "Metal-free and pH-controlled introduction of azides in proteins",

abstract = "Conversion of amines into azides using imidazole-1-sulfonyl azide as a diazotransfer reagent has proven to be a straightforward way to introduce targetable handles into proteins. We explored whether less toxic and milder conditions than described before could be applied. It was shown that the aqueous diazotransfer proceeds without adding Cu(II) not only at pH 11 but also at pH 8.5. The diazotransfer was shown to be selective towards a single amine.",

author = "S. Schoffelen and {van Eldijk}, M.B. and Bart Rooijakkers and Reinout Raijmakers and A.J.R. Heck and {van Hest}, J.C.M.",

year = "2011",

doi = "10.1039/c0sc00562b",

language = "English",

volume = "2",

pages = "701--705",

journal = "Chemical Science",

issn = "2041-6520",

publisher = "Royal Society of Chemistry",

number = "4",

}

TY - JOUR

T1 - Metal-free and pH-controlled introduction of azides in proteins

AU - Schoffelen, S.

AU - van Eldijk, M.B.

AU - Rooijakkers, Bart

AU - Raijmakers, Reinout

AU - Heck, A.J.R.

AU - van Hest, J.C.M.

PY - 2011

Y1 - 2011

N2 - Conversion of amines into azides using imidazole-1-sulfonyl azide as a diazotransfer reagent has proven to be a straightforward way to introduce targetable handles into proteins. We explored whether less toxic and milder conditions than described before could be applied. It was shown that the aqueous diazotransfer proceeds without adding Cu(II) not only at pH 11 but also at pH 8.5. The diazotransfer was shown to be selective towards a single amine.

AB - Conversion of amines into azides using imidazole-1-sulfonyl azide as a diazotransfer reagent has proven to be a straightforward way to introduce targetable handles into proteins. We explored whether less toxic and milder conditions than described before could be applied. It was shown that the aqueous diazotransfer proceeds without adding Cu(II) not only at pH 11 but also at pH 8.5. The diazotransfer was shown to be selective towards a single amine.

UR - http://www.scopus.com/inward/record.url?scp=79955623617&partnerID=8YFLogxK

U2 - 10.1039/c0sc00562b

DO - 10.1039/c0sc00562b

M3 - Article

AN - SCOPUS:79955623617

VL - 2

SP - 701

EP - 705

JO - Chemical Science

JF - Chemical Science

SN - 2041-6520

IS - 4

ER -

Metal-free and pH-controlled introduction of azides in proteins

Abstract

Access to Document

Other files and links

Fingerprint

Cite this