33744-33-1Relevant articles and documents
A strategy combining quantitative reactions and reversible-covalent chemistry for sequential synthesis of sequence-controlled polymers with different sequences
Xu, Chao-Ran,Zhang, Ze,Pan, Cai-Yuan,Hong, Chun-Yan
, p. 294 - 304 (2019/04/25)
A new strategy combing quantitative reactions and reversible-covalent chemistry is proposed for sequential synthesis of a series of sequence-controlled polymers with different sequences. Using a Michael addition reaction between acrylate and thiol, an aminolysis reaction of five-membered cyclic dithiocarbonate and a thiol substitution reaction of bromomaleimide and thiol, AB-, AB'C- and AB'CD-sequenced molecules are synthesized via AB, AB'C and AB'CD sequential monomer additions, respectively. These three molecules all have furan-protected maleimido group at one end, and the other end of AB-, AB'C- and AB'CD-sequenced molecules is amine, thiol and anthracene groups, respectively. Due to the fact that the furan-protected maleimido group can be efficiently transformed to maleimide group at high temperature via retro Diels-Alder reaction, AB-, AB'C- and AB'CD-sequenced molecules polymerize into sequence-controlled polymers with corresponding sequences at 120 °C. Through this strategy, the synthesis of molecular modules does not require separation and purification, and sequence-controlled polymers with specific sequence can be synthesized in a one-pot process via adding different monomers and adjusting reaction condition.
Conversion of cysteine into dehydroalanine enables access to synthetic histones bearing diverse post-translational modifications
Chalker, Justin M.,Lercher, Lukas,Rose, Nathan R.,Schofield, Christopher J.,Davis, Benjamin G.
supporting information; experimental part, p. 1835 - 1839 (2012/04/04)
Six for the price of one: From a single precursor, dehydroalanine, six distinct post-translational modifications can be site-selectively installed on histone proteins (see figure), including the first site-selective phosphorylation and glycosylation of histones. Direct observation of histone deacetylase activity on a full-length modified histone as well as its interactions with both chromatin reader and writer/eraser proteins are reported.
Versatile synthesis of secondary 2-amino thiols and/or their disulfides via thiazolinium salts
Mercey, Guillaume,Lohier, Jean-Francois,Gaumont, Annie-Claude,Levillain, Jocelyne,Gulea, Mihaela
experimental part, p. 4357 - 4364 (2011/02/24)
Commercially available β-amino alcohols have been transformed into various secondary β-amino thiols and/or their disulfides by using methyl dithioacetate as a source of sulfur. The transformation involves a thiazolinium salt as a versatile key intermediate, which enables easy modulation of the product structure by varying the substituents on the hetero-cycle and the N-alkylating agent.