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Deprotection of S-acetamidomethyl cysteine with copper(ii) and 1,2-aminothiols under aerobic conditions.
Kobayashi D, Naruse N, Denda M, Shigenaga A, Otaka A. Kobayashi D, et al. Org Biomol Chem. 2020 Nov 14;18(42):8638-8645. doi: 10.1039/d0ob01475c. Epub 2020 Aug 28. Org Biomol Chem. 2020. PMID: 32856682
Ring-opening by CuSO(4) of a 1,3-thiazolidine carbonyl structure (Thz) as an N-terminal cysteine (Cys) residue revealed that an intramolecular S-acetamidomethyl cysteine (Cys(Acm)) can also be deprotected with concomitant formation of a disulphide bond connec …
Ring-opening by CuSO(4) of a 1,3-thiazolidine carbonyl structure (Thz) as an N-terminal cysteine (Cys) residue revealed that an intramolecul …
Palladium-Mediated Direct Disulfide Bond Formation in Proteins Containing S-Acetamidomethyl-cysteine under Aqueous Conditions.
Laps S, Sun H, Kamnesky G, Brik A. Laps S, et al. Angew Chem Int Ed Engl. 2019 Apr 16;58(17):5729-5733. doi: 10.1002/anie.201900988. Epub 2019 Mar 20. Angew Chem Int Ed Engl. 2019. PMID: 30828918
In this study, we report the development of an approach for rapid disulfide bond formation by employing palladium chemistry and S-acetamidomethyl-cysteine [Cys(Acm)]. Oxidation of Cys(Acm) to the corresponding disulfide bond is achieved within minutes in a on …
In this study, we report the development of an approach for rapid disulfide bond formation by employing palladium chemistry and S- …
Residue-Selective C-H Sulfenylation Enabled by Acid-Activated S-Acetamidomethyl Cysteine Sulfoxide with Application to One-Pot Stapling and Lipidation Sequence.
Ohkawachi K, Anzaki K, Kobayashi D, Kyan R, Yasuda T, Denda M, Harada N, Shigenaga A, Inagaki N, Otaka A. Ohkawachi K, et al. Chemistry. 2023 May 8;29(26):e202300799. doi: 10.1002/chem.202300799. Epub 2023 Apr 4. Chemistry. 2023. PMID: 36922350
A tyrosine (Tyr)- or tryptophan (Trp)-selective metal-free C-H sulfenylation reaction using an acid-activated S-acetamidomethyl cysteine (Cys) sulfoxide, Cys(Acm)(O), has been achieved. ...
A tyrosine (Tyr)- or tryptophan (Trp)-selective metal-free C-H sulfenylation reaction using an acid-activated S-acetamidomethyl …
A novel post-ligation thioesterification device enables peptide ligation in the N to C direction: synthetic study of human glycodelin.
Takenouchi T, Katayama H, Nakahara Y, Nakahara Y, Hojo H. Takenouchi T, et al. J Pept Sci. 2014 Jan;20(1):55-61. doi: 10.1002/psc.2592. Epub 2013 Dec 12. J Pept Sci. 2014. PMID: 24357164
The four peptide segments corresponding to 1-31, 32-65, 66-105 and 106-162 sequences were synthesized by 9-fluorenylmethoxycarbonyl based solid-phase peptide synthesis. At the C-terminus of the second segment, N-ethyl-S-acetamidomethyl-cysteine was attached a …
The four peptide segments corresponding to 1-31, 32-65, 66-105 and 106-162 sequences were synthesized by 9-fluorenylmethoxycarbonyl based so …
12 results