Ascorbate as an Alternative to Thiol Additives in Native Chemical Ligation

Heike Rohde; Josephine Schmalisch; Ziv Harpaz; Franziska Diezmann; Oliver Seitz

doi:10.1002/cbic.201100179

Ascorbate as an Alternative to Thiol Additives in Native Chemical Ligation

Heike Rohde
, Josephine Schmalisch
, Ziv Harpaz
, Franziska Diezmann
, Oliver Seitz

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

74 Scopus citations

Abstract

Vitamin C for peptide ligation: Phosphine and thiol additives maintain reducing environments and increase the reactivities of peptide thioesters in native chemical ligation. Thiol additives such as thiophenol also act as radical scavengers that inhibit phosphine-induced desulfurization of cysteine. This role can be assumed by the odourless, nontoxic, highly water-soluble and inexpensive ascorbate, which can replace the usually added thiols.

Original language	English
Pages (from-to)	1396-1400
Number of pages	5
Journal	ChemBioChem
Volume	12
Issue number	9
DOIs	https://doi.org/10.1002/cbic.201100179
State	Published - 14 Jun 2011
Externally published	Yes

Keywords

DNA
Desulfurization
Ligation
Peptides
Radical scavengers

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Organic Chemistry

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10.1002/cbic.201100179

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abstract = "Vitamin C for peptide ligation: Phosphine and thiol additives maintain reducing environments and increase the reactivities of peptide thioesters in native chemical ligation. Thiol additives such as thiophenol also act as radical scavengers that inhibit phosphine-induced desulfurization of cysteine. This role can be assumed by the odourless, nontoxic, highly water-soluble and inexpensive ascorbate, which can replace the usually added thiols.",

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AU - Rohde, Heike

AU - Schmalisch, Josephine

AU - Harpaz, Ziv

AU - Diezmann, Franziska

AU - Seitz, Oliver

PY - 2011/6/14

Y1 - 2011/6/14

N2 - Vitamin C for peptide ligation: Phosphine and thiol additives maintain reducing environments and increase the reactivities of peptide thioesters in native chemical ligation. Thiol additives such as thiophenol also act as radical scavengers that inhibit phosphine-induced desulfurization of cysteine. This role can be assumed by the odourless, nontoxic, highly water-soluble and inexpensive ascorbate, which can replace the usually added thiols.

AB - Vitamin C for peptide ligation: Phosphine and thiol additives maintain reducing environments and increase the reactivities of peptide thioesters in native chemical ligation. Thiol additives such as thiophenol also act as radical scavengers that inhibit phosphine-induced desulfurization of cysteine. This role can be assumed by the odourless, nontoxic, highly water-soluble and inexpensive ascorbate, which can replace the usually added thiols.

KW - DNA

KW - Desulfurization

KW - Ligation

KW - Peptides

KW - Radical scavengers

UR - https://www.scopus.com/pages/publications/79958721242

U2 - 10.1002/cbic.201100179

DO - 10.1002/cbic.201100179

M3 - Article

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ER -

Ascorbate as an Alternative to Thiol Additives in Native Chemical Ligation

Abstract

Keywords

ASJC Scopus subject areas

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