52298-32-5Relevant academic research and scientific papers
On the electron withdrawing nature of ethers in glycosylation chemistry
Marqvorsen, Mikkel H.S.,Brink?, Anne,Jensen, Henrik H.
supporting information, (2019/12/24)
The present paper is a commentary on the electronic effects that protecting groups exert on glycosylation chemistry. Specifically, its purpose is to rectify the misguided use of the term electron donating benzyl groups, which hardly makes sense in the context of protecting groups on alcohols in saturated systems such as carbohydrates. It is argued that benzyl ethers (OBn) should rightfully be referred to as being inductively electron withdrawing, even if they are less so than benzoyl esters (OBz).
An Acid Stable Metal-Organic Framework as an Efficient and Recyclable Catalyst for the O?H Insertion Reaction of Carboxylic Acids
Wang, Yingxia,Cui, Hao,Zhang, Li,Su, Cheng-Yong
, p. 3901 - 3906 (2018/08/01)
Although metal-organic frameworks (MOFs) can be used in many reactions, their applications in acid involved reactions are limited due to their instability in acid environment. As a stable MOF, the Ir(III)-porphyrin metal-organic framework of the formula [(Hf6(μ3-O)8(OH)2(H2O)10)2(Ir(TCPP)Cl)3]?solvents (Ir-PMOF-1(Hf)) can sustain its structure upon treatments in different pH (0–11) aqueous solutions. In this work, Ir-PMOF-1(Hf) has been examined in the O?H insertion reaction of carboxylic acids with diazo compounds. Catalytic results show that as low as 0.042 mol % of Ir-PMOF-1(Hf) can promote the acid O?H insertion with the maximum turn over number (TON) of 1381, and furthermore, it can be recycled and reused for 10 runs, suggesting that Ir-PMOF-1(Hf) is efficient for this acid involved reaction. Ir-PMOF-1(Hf) can also be miniaturized to nano scale (diameter range of 400–500 nm), and a large improvement with regards to TON (8400) can be observed in its catalysis.
Inhibition of peptidylglycine α-amidating monooxygenase by exploitation of factors affecting the stability and ease of formation of glycyl radicals
Barratt, Brendon J. W.,Easton, Christopher J.,Henry, David J.,Li, Iris H. W.,Radom, Leo,Simpson, Jamie S.
, p. 13306 - 13311 (2007/10/03)
Peptidylglycine α-amidating monooxygenase catalyzes the biosynthesis of peptide hormones through radical cleavage of the C-terminal glycine residues of the corresponding prohormones. We have correlated ab initio calculations of radical stabilization energies and studies of free radical brominations with the extent of catalysis displayed by peptidylglycine α-amidating monooxygenase, to identify classes of inhibitors of the enzyme. In particular we find that, in closely related systems, the substitution of glycolate for glycine reduces the calculated radical stabilization energy by 34.7 kJ mol -1, decreases the rate of bromination with N-bromosuccinimide at reflux in carbon tetrachloride by a factor of at least 2000, and stops catalysis by the monooxygenase, while maintaining binding to the enzyme.
ENZYME INHIBITORS
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Page 26; 27, (2010/02/06)
A compound of Formula (I) wherein R is a biomolecular residue, or derivative thereof, of a C-terminal amide biomolecule which is activated by the action of PAM; and X is O or CH2 or a salt, or prodrug thereof.
