92944-71-3 Usage
Description
BENZOPHENONE-4-MALEIMIDE, also known as 4-(N-Maleimido)benzophenone, is a heterobifunctional cross-linking reagent that contains a sulfhydryl-specific group and a photo-active group. It is a light beige solid that demonstrates greater specificity for C-H insertion and is more stable in water than analogous reagents. It is used for creating photoactivatable conjugates from thiols and can be repeatedly irradiated for efficient attachment, although a more intense irradiation may be required.
Uses
Used in Photocrosslinking Applications:
BENZOPHENONE-4-MALEIMIDE is used as a sulfhydryl reactive heterobifunctional photocrosslinking reagent for generating photoactivatable conjugates from thiols. It is particularly useful in applications where stable and specific cross-linking is required.
Used in Photoinitiation:
In the field of photopolymerization, BENZOPHENONE-4-MALEIMIDE serves as a maleimide-containing photoinitiator, initiating the polymerization process upon exposure to UV light.
Used in Bioconjugation:
BENZOPHENONE-4-MALEIMIDE is used as a heterobifunctional cross-linking reagent in bioconjugation processes. It is typically coupled initially by thioether to a molecule containing a free sulfhydryl at a buffered pH of 6.8 (6.5-7.0). The second bonding occurs during UV irradiation (250 nm) via a diradical excited state, allowing for the formation of stable conjugates between biomolecules.
Used in Research and Development:
Due to its stability, specificity, and efficiency in attachment, BENZOPHENONE-4-MALEIMIDE is used in various research and development applications, particularly in the fields of chemistry, materials science, and biochemistry, for the creation and study of novel materials and molecular constructs.
Check Digit Verification of cas no
The CAS Registry Mumber 92944-71-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,2,9,4 and 4 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 92944-71:
(7*9)+(6*2)+(5*9)+(4*4)+(3*4)+(2*7)+(1*1)=163
163 % 10 = 3
So 92944-71-3 is a valid CAS Registry Number.
InChI:InChI=1/C17H11NO3/c19-15-10-11-16(20)18(15)14-8-6-13(7-9-14)17(21)12-4-2-1-3-5-12/h1-11H
92944-71-3Relevant articles and documents
Rational Design of Calpain Inhibitors Based on Calpastatin Peptidomimetics
Low, Kristin E.,Ler, Spencer,Chen, Kevin J.,Campbell, Robert L.,Hickey, Jennifer L.,Tan, Joanne,Scully, Conor C. G.,Davies, Peter L.,Yudin, Andrei K.,Zaretsky, Serge
, p. 5403 - 5415 (2016)
Our previously reported structures of calpain bound to its endogenous inhibitor calpastatin have motivated the use of aziridine aldehyde-mediated peptide macrocyclization toward the design of cyclic peptides and peptidomimetics as calpain inhibitors. Inspired by nature's hint that a β-turn loop within calpastatin forms a broad interaction around calpain's active site cysteine, we have constructed and tested a library of 45 peptidic compounds based on this loop sequence. Four molecules have shown reproducibly low micromolar inhibition of calpain-2. Further systematic sequence changes led to the development of probes that displayed increased potency and specificity of inhibition against calpain over other cysteine proteases. Calculated Ki values were in the low micromolar range, rivaling other peptidomimetic calpain inhibitors and presenting an improved selectivity profile against other therapeutically relevant proteases. Competitive and mixed inhibition against calpain-2 was observed, and an allosteric inhibition site on the enzyme was identified for a noncompetitive inhibitor.
Compounds containing a michael-acceptor, especially maleimide or maleic acid derivatives, directly or indirectly linked to a chromophore and their use in long lasting sunscreen compositions
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, (2008/06/13)
The present invention relates to compounds which are useful as sunscreens. The compounds persist on the skin for much longer than conventional sunscreens because they comprise a Michael acceptor linked directly or indirectly to a chromophore. The Michael acceptor is capable of undergoing a conjugate addition reaction with thiol groups present in cysteine residues of keratin and thus the compound is chemically bound to the skin and will not be removed by immersion in water.
