32897-26-0Relevant articles and documents
Reciprocal Coupling in Chemically Fueled Assembly: A Reaction Cycle Regulates Self-Assembly and Vice Versa
Kriebisch, Brigitte A. K.,Jussupow, Alexander,Bergmann, Alexander M.,Kohler, Fabian,Dietz, Hendrik,Kaila, Ville R. I.,Boekhoven, Job
, p. 20837 - 20844 (2020)
In biology, self-assembly of proteins and energy-consuming reaction cycles are intricately coupled. For example, tubulin is activated and deactivated for assembly by a guanosine triphosphate (GTP)-driven reaction cycle, and the emerging microtubules catalyze this reaction cycle by changing the microenvironment of the activated tubulin. Recently, synthetic analogs of chemically fueled assemblies have emerged, but examples in which assembly and reaction cycles are reciprocally coupled remain rare. In this work, we report a peptide that can be activated and deactivated for self-assembly. The emerging assemblies change the microenvironment of their building blocks, which consequently accelerate the rates of building block deactivation and reactivation. We quantitatively understand the mechanisms at play, and we are thus able to tune the catalysis by molecular design of the peptide precursor.
Fuel-Driven Dynamic Combinatorial Libraries
Bergmann, Alexander M.,Boekhoven, Job,Kriebisch, Christine M. E.
supporting information, p. 7719 - 7725 (2021/05/26)
In dynamic combinatorial libraries, molecules react with each other reversibly to form intricate networks under thermodynamic control. In biological systems, chemical reaction networks operate under kinetic control by the transduction of chemical energy. We thus introduced the notion of energy transduction, via chemical reaction cycles, to a dynamic combinatorial library. In the library, monomers can be oligomerized, oligomers can be deoligomerized, and oligomers can recombine. Interestingly, we found that the dynamics of the library's components were dominated by transacylation, which is an equilibrium reaction. In contrast, the library's dynamics were dictated by fuel-driven activation, which is a nonequilibrium reaction. Finally, we found that self-assembly can play a large role in affecting the reaction's kinetics via feedback mechanisms. The interplay of the simultaneously operating reactions and feedback mechanisms can result in hysteresis effects in which the outcome of the competition for fuel depends on events that occurred in the past. In future work, we envision diversifying the library by modifying building blocks with catalytically active motifs and information-containing monomers.
FUNCTIONALISING DIACETYLENE COMPOUNDS
-
Page/Page column 26-29, (2020/03/02)
The invention relates to a method of functionalising a diacetylene compound of formula (II) to form a diacetylene compound of formula (I): wherein x is from 1 to 20; Q is selected from an amide having the formula (IV) and an ester having the formula (V) wherein R1 and R2 are each independently selected from hydrogen, a -(CH2)y-CH3 linear alkyl chain, a C1-20 alkene group, a C5-20 aryl group, a C1-20 alkoxy group, a hydroxyl C1-20 alkoxy group, a heteroaryl ring, a C3-18 cycloalkyl group, and (CH2)Z-E-P, and R3 is selected from a C1-20 alkyl group, a C1-20 alkene group, a C5-20 aryl group, a C1-20 alkoxy group, a hydroxyl C1-20 alkoxy group, a heteroaryl ring, a C3-18 cycloalkyl group, and (CH2)Z-E- P, and y is selected from 1 to 20, z is selected from 0 to 10, E may be present or absent, and when present, E is selected from NH, O, and CH2, and P is a protecting group; and T is selected from hydrogen, a -(CH2)y-CH3 linear alkyl chain, and - (CH2)X-Q wherein x, y and Q are as defined for formula (I); comprising the steps of reacting a diacetylene compound of formula (II) and a compound of formula (III): (II) (III) wherein T is selected from hydrogen, a -(CH2)y-CH3 linear alkyl chain, and - (CH2)x-COOH wherein x and y are as defined for formula (I); and L' is selected from NR1R2 and OR3 wherein R1, R2 and R3 are as defined for Q in formula (I); in the presence of a coupling reagent and optionally, a catalyst or base.
Convenient synthesis and biological profile of 5-amino-substituted 1,2,4-oxadiazole derivatives
Ispikoudi, Maria,Amvrazis, Michalis,Kontogiorgis, Christos,Koumbis, Alexandros E.,Litinas, Konstantinos E.,Hadjipavlou-Litina, Dimitra,Fylaktakidou, Konstantina C.
experimental part, p. 5635 - 5645 (2011/02/22)
We describe herein a convenient straightforward synthesis of 5-amino-substituted 1,2,4-oxadiazoles, upon the reactions of amidoximes with carbodiimides, as well as their further derivatization to acetamides, in good yields. Most of the compounds exhibited in general low interaction with the stable radical 1,1-diphenyl-2-picryl-hydrazyl. Compounds 32 and 39 inhibited significantly soybean lipoxygenase. Selected compounds were screened for their in vivo anti-inflammatory activity using the carrageenin paw edema model and showed significant anti-inflammatory activity (26, 51%). The ability of the compounds to release NO in the presence of a thiol factor has been also investigated.
PHENOBARBITAL DERIVATIVES USEFUL IN IMMUNOASSAY
-
Page/Page column 21, (2009/05/28)
Phenobarbital derivatives synthesized out of the alkyl chain at the 5-position, particularly with hydrophilic properties, and carrying an active ester at the end, allow formation of aminodextran conjugates that give curves in the desired range of the assay in the ONLINE TDM microparticle assay format when matched against the Roche FPIA antibody specific for phenobarbital ("an antibody specific for phenobarbital").
