14173-41-2Relevant articles and documents
Palladium-mediated site-selective Suzuki-Miyaura protein modification at genetically encoded aryl halides
Spicer, Christopher D.,Davis, Benjamin G.
, p. 1698 - 1700 (2011)
Site-specific genetic incorporation of unnatural p-halophenylalanine amino acid residues as 'tags' coupled with Pd(0)-mediated Suzuki-Miyuara 'modification' has been enabled by discovery of an effective small molecule palladium scavenger.
Sequence Programming with Dynamic Boronic Acid/Catechol Binary Codes
Hebel, Marco,Riegger, Andreas,Zegota, Maksymilian M.,Kizilsavas, G?nül,Ga?anin, Jasmina,Pieszka, Michaela,Lückerath, Thorsten,Coelho, Jaime A. S.,Wagner, Manfred,Gois, Pedro M. P.,Ng, David Y. W.,Weil, Tanja
supporting information, p. 14026 - 14031 (2019/10/11)
The development of a synthetic code that enables a sequence programmable feature like DNA represents a key aspect toward intelligent molecular systems. We developed herein the well-known dynamic covalent interaction between boronic acids (BAs) and catechols (CAs) into synthetic nucleobase analogs. Along a defined peptide backbone, BA or CA residues are arranged to enable sequence recognition to their complementary strand. Dynamic strand displacement and errors were elucidated thermodynamically to show that sequences are able to specifically select their partners. Unlike DNA, the pH dependency of BA/CA binding enables the dehybridization of complementary strands at pH 5.0. In addition, we demonstrate the sequence recognition at the macromolecular level by conjugating the cytochrome c protein to a complementary polyethylene glycol chain in a site-directed fashion.
Photoinduced Hydroxylation of Organic Halides under Mild Conditions
Cai, Yue-Ming,Xu, Yu-Ting,Zhang, Xin,Gao, Wen-Xia,Huang, Xiao-Bo,Zhou, Yun-Bing,Liu, Miao-Chang,Wu, Hua-Yue
supporting information, p. 8479 - 8484 (2019/10/16)
Presented in this paper is photoinduced hydroxylation of organic halides, providing a mild access to a range of functionalized phenols and aliphatic alcohols. These reactions generally proceed under mild reaction conditions with no need for a photocatalyst or a strong base and show a wide substrate scope as well as excellent functional group tolerance. This work highlights the unique role of NaI that allows a challenging transformation to proceed under mild reaction conditions.