153989-59-4Relevant academic research and scientific papers
ALDEHYDE CAPTURE LIGATION TECHNOLOGY FOR SYNTHESIS OF AMIDE BONDS
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Paragraph 0103; 0288; 0289, (2017/09/13)
The present invention relates to ligation agents and their use in making an amide ligation product. Methods of making the ligation agents are also disclosed.
Aldehyde capture ligation for synthesis of native peptide bonds
Raj, Monika,Wu, Huabin,Blosser, Sarah L.,Vittoria, Marc A.,Arora, Paramjit S.
supporting information, p. 6932 - 6940 (2015/06/16)
Chemoselective reactions for amide bond formation have transformed the ability to access synthetic proteins and other bioconjugates through ligation of fragments. In these ligations, amide bond formation is accelerated by transient enforcement of an intramolecular reaction between the carboxyl and the amine termini of two fragments. Building on this principle, we introduce an aldehyde capture ligation that parlays the high chemoselective reactivity of aldehydes and amines to enforce amide bond formation between amino acid residues and peptides that are difficult to ligate by existing technologies.
Salicylaldehyde ester-induced chemoselective peptide ligations: Enabling generation of natural peptidic linkages at the serine/threonine sites
Li, Xuechen,Lam, Hiu Yung,Zhang, Yinfeng,Chan, Chun Kei
supporting information; experimental part, p. 1724 - 1727 (2010/12/18)
A serine/threonine-based chemoselective ligation method is described. It uses an O-salicylaldehyde ester at the C-terminus, reacting with N-terminal serine or threonine to realize peptide ligations. The utility of the O-salicylaldehyde ester enables the rapid coupling reaction and the production of an N,O-benzylidene acetal intermediate, which is readily converted into natural peptidic linkages (Xaa-Ser/Thr) at the ligation site.
Generation of α-Acetoxyglycine Residues within Peptide Chains: A New Strategy for the Modification of Oligopeptides
Apitz, Gregor,Jaeger, Martin,Jaroch, Stefan,Kratzel, Martin,Schaeffeler, Lothar,Steglich, Wolfgang
, p. 8223 - 8232 (2007/10/02)
Seryl and threonyl peptides are converted into α-acetoxyglycyl peptides by treatment with lead tetraacetate.Reaction of these acetoxy derivatives or the more reactive α-chloroglycyl peptides with thiols, dithiols and carbohydrates allows the attachment of
