Tag: M.W=450-500

Subramanian, R. published the artcileTissue distribution of indium-111-labeled human monoclonal antibody (16.88) in nude mice bearing tumor xenografts: effect of diester linkage, COA of Formula: C18H20N2O12, the publication is Antibody, Immunoconjugates, and Radiopharmaceuticals (1990), 3(2), 127-36, database is CAplus.

A human IgM anticolorectal monoclonal antibody 16.88 was coupled to DTPA using a diester linkage in an attempt to reduce retention of radioactivity in normal organs of animals receiving the ¹¹¹In-labeled conjugate. For comparison, a 16.88-DTPA conjugate with a peptide linkage was also prepared The diester and peptide conjugates contained 3.4 and 4.3 mols. of DTPA per 16.88, resp., and their immunoreactivity was >90% as assessed by a direct-cell binding assay. Biodistribution studies in nude mice bearing THO human colon tumor xenografts indicated that diester linked conjugate was retained to a lesser extent in tumor and normal organs such as liver and kidney as compared to the peptide conjugate. The clearance of the diester conjugate from blood, however, was much faster than that of the peptide conjugate. This resulted in 2-fold higher tumor-to-serum ratio for the diester conjugate than for the peptide conjugate.

Antibody, Immunoconjugates, and Radiopharmaceuticals published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C19H21N3O3S, COA of Formula: C18H20N2O12.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Izumi, Masayuki published the artcileMannose-BSA Conjugates: Comparison Between Commercially Available Linkers in Reactivity and Bioactivity, Formula: C18H20N2O12, the publication is Journal of Carbohydrate Chemistry (2003), 22(5), 317-329, database is CAplus.

Mannosyl ethanolamine and BSA were conjugated together by their amino groups with various homobifunctional cross-linker reagents: disuccinimidyl carbonate (DSC), disuccinimidyl glutarate (DSG), disuccinimidyl suberate (DSS), ethylene glycolbis(succinimidyl-succinate) (EGS), 1,5-difluoro-2,4-dinitrobenzene (DFDNB), di-Et squarate (DES), and thiophosgene (TP). The resulting mannose-BSA conjugates were subjected to an enzyme-linked lectin assay (ELLA)to investigate their affinity to Con A (ConA). With these results, the seven linkers were evaluated on the basis of five criteria, i.e., cost, reactivity, sugar loading, homogeneity, and affinity to ConA. Thus, DSS, DFDNB, and DES seemed to have advantages over the other crosslinking reagents.

Journal of Carbohydrate Chemistry published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Formula: C18H20N2O12.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Petrotchenko, Evgeniy V. published the artcileIsotopically coded cleavable cross-linker for studying protein-protein interaction and protein complexes, SDS of cas: 70539-42-3, the publication is Molecular and Cellular Proteomics (2005), 4(8), 1167-1179, database is CAplus and MEDLINE.

An emerging approach for studying protein-protein interaction in complexes is the combination of chem. crosslinking and mass spectrometric anal. of the cross-linked peptides (cross-links) obtained after proteolysis of the complex. This approach, however, has several challenges and limitations, including the difficulty of detecting the cross-links, the potential interference from noninformative “cross-linked peptides” (dead end and intrapeptide cross-links), and unambiguous identification of the cross-links by mass spectrometry. Thus, the authors have synthesized an isotopically coded ethylene glycol bis(succinimidylsuccinate) derivate (D₁₂-EGS), which contains 12 deuterium atoms for easy detection of cross-links when applied in a 1:1 mixture with its H₁₂ counterpart and is also cleavable for releasing the cross-linked peptides allowing unambiguous identification by MS sequencing. Moreover, hydrolytic cleavage permits rapid distinguishing between different types of cross-links. Cleavage of a dead end cross-link produces a doublet with peaks 4.03 Da apart, with the lower peak appearing at a mol. mass 162 Da lower than the mass of the H₁₂ form of the original cross-linked peptide. Cleavage of an intrapeptide cross-link leads to a doublet 8.05 Da apart and 62 Da lower than the mol. mass of the H₁₂ form of the original cross-linked peptide. Cleavage of an interpeptide cross-link forms a pair of 4.03-Da doublets, with the lower mass member of each pair each shifted up from its unmodified mol. weight by 82 Da because of the attached portion of the cross-linker. All of this information has been incorporated into a software algorithm allowing automatic screening and detection of cross-links and cross-link types in matrix-assisted laser desorption/ionization mass spectra. In summary, the ease of detection of these species through the use of an isotopically coded cleavable cross-linker and the authors’ software algorithm, followed by mass spectrometric sequencing of the cross-linked peptides after cleavage, has been shown to be a powerful tool for studies of multi-component protein complexes.

Molecular and Cellular Proteomics published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, SDS of cas: 70539-42-3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Colleary, Sandra published the artcileStability and catalytic properties of chemically modified pig trypsin, Related Products of alcohols-buliding-blocks, the publication is Biocatalysis and Biotransformation (2009), 27(5-6), 309-317, database is CAplus.

Pig trypsin was chem. modified with the bifunctional compound ethylene glycol-bis(succinic acid N-hydroxysuccinimide ester) to yield EG-trypsin. EG-trypsin showed greater thermal stability (100% active beyond 100 min at 55°C; native only 53% active at 100 min) together with slightly increased tolerance toward some organic solvents. Arg/Lys hydrolysis ratio changed little. Esterase/amidase activity ratio of EG-trypsin in buffer was 11-fold greater than that of native pig trypsin, but 5-fold less in 30% volume/volume acetonitrile. In buffer, EG-trypsin synthesized the dipeptide benzoyl-Arg-Leu-NH₂ at a 3-fold higher rate than native trypsin, but native trypsin outperformed EG-trypsin in 30% volume/volume acetonitrile.

Biocatalysis and Biotransformation published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

O’Brien, Anne Marie published the artcileDye bleaching and phenol precipitation by phthalic anhydride-modified horseradish peroxidase, Name: Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, the publication is Journal of Chemical Technology & Biotechnology (2000), 75(5), 363-368, database is CAplus.

The phenol precipitation and dye bleaching capabilities of phthalic anhydride-modified horseradish peroxidase C (PA-HRP) were compared with those of native HRP C and ethylene glycol bis(succinic acid N-hydroxysuccinimide ester)-modified HRP (EG-HRP) reported previously. The removal efficiency (percentage of phenol removed from solution under exptl. conditions) was determined for native HRP and both modified forms. Removal efficiencies at 37° were very similar, with >95% removal in each case. Removal efficiencies were less at 70° overall (range 25-45%), but PA-and EG-HRP removed up to 50% more phenol than native HRP. The three HRP forms showed similar dye bleaching performance at 37° in the presence of H₂O₂ and accelerators (up to 86% color removal). PA- and EG-HRP showed slightly greater bleaching abilities at 65° than native HRP for some of the dye/accelerator combinations tested. Modified HRPs performed better in 40% (volume/volume) mixtures of dioxane or DMF.

Journal of Chemical Technology & Biotechnology published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Name: Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

O’Brien, Anne Marie published the artcileLocation of crosslinks in chemically stabilized horseradish peroxidase: implications for design of crosslinks, Related Products of alcohols-buliding-blocks, the publication is Biotechnology and Bioengineering (2001), 76(4), 277-284, database is CAplus and MEDLINE.

The bifunctional compound, ethylene-glycol bis(N-hydroxysuccinimidylsuccinate) (EGNHS), stabilizes horseradish peroxidase C (HRP) by reaction with the enzyme’s lysine residues. In this study we compare native and modified HRP by proteolytic fragmentation, peptide sequencing, and mass spectroscopy, and identify the sites of modification. Most significantly, EGNHS is shown to form a crosslink between Lys232 and Lys241 of HRP and modifies Lys174 without formation of a crosslink. These findings are in agreement with the lysine side-chain reactivities predicted from the surface accessibility of the amino groups, and the maximal span of 16 Å of the EGNHS crosslinker.

Biotechnology and Bioengineering published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Kuge, Souichi published the artcileIdentification of peptide fragments chemically cross-linked in cytochrome c oxidase from thermophilic Bacillus PS3, Application of Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, the publication is Biochemistry and Molecular Biology International (1996), 38(1), 181-188, database is CAplus and MEDLINE.

In order to study steric arrangement of subunits in cytochrome c oxidase isolated from thermophilic Bacillus PS3, we developed a simple procedure including chem. crosslinking, two consecutive runs of electrophoresis, proteolytic digestion, and peptide sequencing for simultaneous identification of two cross-linked fragments. By this procedure, the cytochrome c domain of subunit 2 was found cross-linked to the C-terminal region of subunit 1 including two hydrophobic transmembrane segments, suggesting that these two regions were located close each other. The present simple procedure might be applicable to proteins whose crystal structures are not revealed.

Biochemistry and Molecular Biology International published new progress about 70539-42-3. 70539-42-3 belongs to alcohols-buliding-blocks, auxiliary class pyrrolidine,Ester,Amide,Inhibitor,Inhibitor, name is Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate, and the molecular formula is C18H20N2O12, Application of Bis(2,5-dioxopyrrolidin-1-yl) O,O’-ethane-1,2-diyl disuccinate.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chen, Chen published the artcileDesign, synthesis and preliminary bioactivity studies of indomethacin derivatives as Bcl-2/Mcl-1 dual inhibitors, Application of 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, the publication is Bioorganic & Medicinal Chemistry (2019), 27(13), 2771-2783, database is CAplus and MEDLINE.

Bcl-2 family proteins, which divides into pro-apoptosis proteins and anti-apoptosis proteins, are involved in cell apoptosis progression. As numerous studies illustrated, targeting Bcl-2 family proteins is more and more attractive and practicable to cancer treatment. In this work, we designed and synthesized a series of indomethacin derivatives as new inhibitors for Bcl-2 family proteins. Our results of binding assay to Bcl-2 proteins, MTT assay and apoptotic assay indicated that some compounds had potent binding affinity to Bcl-2/Mcl-1 but not Bcl-xL. Furthermore, compound 8j showed improved anti-proliferative activity than known Bcl-2 inhibitor WL-276.

Bioorganic & Medicinal Chemistry published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, Application of 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Dahlin, Jayme L. published the artcilePAINS in the Assay: Chemical Mechanisms of Assay Interference and Promiscuous Enzymatic Inhibition Observed during a Sulfhydryl-Scavenging HTS, COA of Formula: C18H14BrNO5S2, the publication is Journal of Medicinal Chemistry (2015), 58(5), 2091-2113, database is CAplus and MEDLINE.

Significant resources in early drug discovery are spent unknowingly pursuing artifacts and promiscuous bioactive compounds, while understanding the chem. basis for these adverse behaviors often goes unexplored in pursuit of lead compounds Nearly all the hits from our recent sulfhydryl-scavenging high-throughput screen (HTS) targeting the histone acetyltransferase Rtt109 were such compounds Herein, we characterize the chem. basis for assay interference and promiscuous enzymic inhibition for several prominent chemotypes identified by this HTS, including some pan-assay interference compounds (PAINS). Protein mass spectrometry and ALARM NMR confirmed these compounds react covalently with cysteines on multiple proteins. Unfortunately, compounds containing these chemotypes have been published as screening actives in reputable journals and even touted as chem. probes or preclin. candidates. Our detailed characterization and identification of such thiol-reactive chemotypes should accelerate triage of nuisance compounds, guide screening library design, and prevent follow-up on undesirable chem. matter.

Journal of Medicinal Chemistry published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, COA of Formula: C18H14BrNO5S2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

McCallum, Megan M. published the artcileHigh-throughput identification of promiscuous inhibitors from screening libraries with the use of a thiol-containing fluorescent probe, Name: 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, the publication is Journal of Biomolecular Screening (2013), 18(6), 705-713, 9 pp., database is CAplus and MEDLINE.

Testing small mols. for their ability to modify cysteine residues of proteins in the early stages of drug discovery is expected to accelerate our ability to develop more selective drugs with lesser side effects. In addition, this approach also enables the rapid evaluation of the mode of binding of new drug candidates with respect to thiol reactivity and metabolism by glutathione. Herein, we describe the development of a fluorescence-based high-throughput assay that allows the identification of thiol-reactive compounds A thiol-containing fluorescent probe, MSTI, was synthesized and used to evaluate small mols. from the Library of Pharmacol. Active Compounds (LOPAC) collection of bioactive mols. LOPAC compounds that are known to react with sulfur nucleophiles were identified with this assay, for example, irreversible protease inhibitors, nitric oxide-releasing compounds and proton-pump inhibitors. The results confirm that both electrophilic and redox reactive compounds can be quickly identified in a high-throughput manner, enabling the assessment of screening libraries with respect to thiol-reactive compounds

Journal of Biomolecular Screening published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, Name: 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts