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Reduced Sec peptides elute poorly from HPLC columns. The solvent free desulfurization of thiols by trialkylphosphites (and later phosphines) is inhibited by the presence of thiophenol
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Reduced Sec peptides elute poorly from HPLC columns. The solvent free desulfurization of thiols by trialkylphosphites (and later phosphines) is inhibited by the presence of thiophenol
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Deselenization of Sec during native chemical ligation has been observed, Ref [15a].
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54
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77956940351
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A minor side product of Sec to Ser conversion was observed, consistent with the Cys to Ser conversion observed in the free- radical-based desulfurization of Cys-Crotogossamide (Ref. [11]; Figure 54, page S36 in the Supporting Information). This side product is not observed under our optimized conditions with less TCEP.
-
A minor side product of Sec to Ser conversion was observed, consistent with the Cys to Ser conversion observed in the free- radical-based desulfurization of Cys-Crotogossamide (Ref. [11]; Figure 54, page S36 in the Supporting Information). This side product is not observed under our optimized conditions with less TCEP.
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55
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77956927948
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The desulfurization of cysteines residues in proteins at elevated temperatures (up to 60 °C) with TCEP was observed by mass spectrometry, and is consistent with a thiyl radical-based mechanism
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The desulfurization of cysteines residues in proteins at elevated temperatures (up to 60 °C) with TCEP was observed by mass spectrometry, and is consistent with a thiyl radical-based mechanism.
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56
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74249088148
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The desulfurization of cysteines residues in proteins at elevated temperatures (up to 60 °C) with TCEP was observed by mass spectrometry, and is consistent with a thiyl radical-based mechanism. Z. Wang, T. Rejtar, Z. S. Zhou, B. L. Karger, Rapid Commun. Mass Spectrom. 2010, 24, 267-275.
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The desulfurized minor-product is likely to result from transfer of the selanyl radical to the Cys thiol, and subsequent desulfurization with TCEP as suggested by Danishefsky et al.[11]
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The desulfurized minor-product is likely to result from transfer of the selanyl radical to the Cys thiol, and subsequent desulfurization with TCEP as suggested by Danishefsky et al.[11]
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58
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77956893297
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The mechanism is thought to occur through attack of a selanyl radical with the phosphine TCEP to yield a phosphoranyl radical with an expanded valence shell. The homolytic cleavage of the C-Se bond forms an alkyl radical at the β-carbon, which abstracts hydrogen to form alanine. The driving force of the process is the formation of the strong Se=P bond.[27]
-
The mechanism is thought to occur through attack of a selanyl radical with the phosphine TCEP to yield a phosphoranyl radical with an expanded valence shell. The homolytic cleavage of the C-Se bond forms an alkyl radical at the β-carbon, which abstracts hydrogen to form alanine. The driving force of the process is the formation of the strong Se=P bond.[27]
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Recent attempts to reduce a seleno-α-conotoxin in the presence of excess reducing agents TCEP led to significant deselenization.
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Recent attempts to reduce a seleno-α-conotoxin in the presence of excess reducing agents TCEP led to significant deselenization.
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