31972-52-8Relevant academic research and scientific papers
Light-responsive peptide [2]rotaxanes as gatekeepers of mechanised nanocontainers
Martinez-Cuezva,Valero-Moya,Alajarin,Berna
, p. 14501 - 14504 (2015)
Novel mechanized silica nanoparticles incorporating a peptide-based molecular shuttle as a photo-responsive interlocked gatekeeper of nanocontainers are described including the uptake and delivery studies of a model cargo.
Propargyl-Substituted Thiocarbamoylbenzamidines of Technetium and Rhenium: Steps towards Bioconjugation with Use of Click Chemistry
Castillo Gomez, Juan Daniel,Hagenbach, Adelheid,Abram, Ulrich
, p. 5427 - 5434 (2016)
A new propargyl-substituted thiocarbamoylbenzamidine has been synthesized. The compound acts as a tetradentate ligand and forms stable complexes with {ReVO}3+and {TcVO}3+cores. Click couplings of the resulting complexes with benzylazide lead to prototype triazole derivatives, which were analyzed by NMR and IR spectroscopy and mass spectrometry, as well as by X-ray diffraction. A similar coupling procedure has been applied to an azido-modified angiotensin-II peptide, which gives the desired rhenium(V) bioconjugate in good yield. The ease of this coupling and the stability of the conjugate recommend such tetradentate thiocarbamoylbenzamidines also for clinically relevant bioconjugates with99mTc.
Side-chain glycylglycine-based polymer for simultaneous sensing and removal of copper(II) from aqueous medium
Choudhury, Neha,Mete, Sourav,Kambalapalli, Srikanth,De, Priyadarsi
, p. 914 - 921 (2018)
Since glycylglycine (Gly-Gly) residue in the N-terminal region of human prion protein, a copper binding protein, binds with Cu(II), N-terminus Gly-Gly side-chain containing water soluble block copolymer was synthesized and used for simultaneous sensing an
Examining ubiquitinated peptide enrichment efficiency through an epitope labeled protein
Parker,Oh,Moazami,Pierce,Loziuk,Dean,Muddiman
, p. 114 - 119 (2016)
Ubiquitination is a dynamic process that is responsible for regulation of cellular responses to stimuli in a number of biological systems. Previous efforts to study this post-translational modification have focused on protein enrichment; however, recent r
Purification-Free Method for Preparing Technetium-99m-Labeled Multivalent Probes for Enhanced in Vivo Imaging of Saturable Systems
Mizuno, Yuki,Uehara, Tomoya,Hanaoka, Hirofumi,Endo, Yota,Jen, Chun-Wei,Arano, Yasushi
, p. 3331 - 3339 (2016)
Metallic radionuclides provide target-specific radiolabeled probes for molecular imaging in radiochemical yields sufficient for administration to subjects without purification. However, unlabeled ligands in the injectate can compete for targeted molecules with radiolabeled probes, which eventually necessitates postlabeling purification. Herein we describe a "1 to 3" design to circumvent the issue by taking advantage of inherent coordination properties of technetium-99m (99mTc). A monovalent RGD ligand possessing an isonitrile as a coordinating moiety (CN-RGD) was reacted with [99mTc(CO)3(OH2)3]+ to prepare [99mTc(CO)3(CN-RGD)3]+ in over 95% radiochemical yields. This complex exhibited higher integrin αvβ3 binding affinity than its unlabeled monovalent ligand, primarily due to its multivalency. This compound visualized a murine tumor without removing unlabeled ligands, while a 99mTc-labeled monovalent probe derived from a monovalent ligand could not. The metal coordination-mediated synthesis of radiolabeled multivalent probes thereby can be a useful approach for preparing ready-to-use target-specific probes labeled with 99mTc and other metallic radionuclides of interest.
Helical Inversion of Peptide-based Supramolecular Co2+ Complexes
Kim, Ka Young,Kim, Jaehyeong,Park, Hyesong,Choi, Yeonweon,Kwon, Ki-Young,Jung, Jong Hwa
, p. 988 - 994 (2018)
Herein, we report the helical inversion of supramolecular polymeric complexes of Co2+ containing a peptide-based ligand comprising one alanine and three glycine moieties and an achiral terpyridine group. The helicity of the peptide-based supram
Synthesis of Vitamin B12-Antibiotic Conjugates with Greatly Improved Activity against Gram-Negative Bacteria
Zhao, Sheng,Wang, Zhi-Peng,Wen, Xumei,Li, Siyu,Wei, Guoxing,Guo, Jian,He, Yun
, p. 6632 - 6636 (2020)
There is an urgent need to discover new antibiotics and improve the efficacy of known antibiotics against Gram-negative bacteria. "Trojan horse"conjugates are novel and promising antibiotics. Herein we report the design and synthesis of vitamin-B12-ampicillin conjugates, which exhibited more than 500 times improved activity against Escherichia coli compared with ampicillin itself. Our studies demonstrate that the vitamin-B12 uptake pathway could be employed for effective antibiotic delivery and efficacy enhancement.
Dynamic Kinetic Cross-Electrophile Arylation of Benzyl Alcohols by Nickel Catalysis
Guo, Peng,Wang, Ke,Jin, Wen-Jie,Xie, Hao,Qi, Liangliang,Liu, Xue-Yuan,Shu, Xing-Zhong
supporting information, p. 513 - 523 (2021/01/12)
Catalytic transformation of alcohols via metal-catalyzed cross-coupling reactions is very important, but it typically relies on a multistep procedure. We here report a dynamic kinetic cross-coupling approach for the direct functionalization of alcohols. The feasibility of this strategy is demonstrated by a nickel-catalyzed cross-electrophile arylation reaction of benzyl alcohols with (hetero)aryl electrophiles. The reaction proceeds with a broad substrate scope of both coupling partners. The electron-rich, electron-poor, and ortho-/meta-/para-substituted (hetero)aryl electrophiles (e.g., Ar-OTf, Ar-I, Ar-Br, and inert Ar-Cl) all coupled well. Most of the functionalities, including aldehyde, ketone, amide, ester, nitrile, sulfone, furan, thiophene, benzothiophene, pyridine, quinolone, Ar-SiMe3, Ar-Bpin, and Ar-SnBu3, were tolerated. The dynamic nature of this method enables the direct arylation of benzylic alcohol in the presence of various nucleophilic groups, including nonactivated primary/secondary/tertiary alcohols, phenols, and free indoles. It thus offers a robust alternative to existing methods for the precise construction of diarylmethanes. The synthetic utility of the method was demonstrated by a concise synthesis of biologically active molecules and by its application to peptide modification and conjugation. Preliminary mechanistic studies revealed that the reaction of in situ formed benzyl oxalates with nickel, possibly via a radical process, is an initial step in the reaction with aryl electrophiles.
An effective and safe enkephalin analog for antinociception
Durgarao Viswanadham,B?ttger, Roland,Hohenwarter, Lukas,Nguyen, Anne,Rouhollahi, Elham,Smith, Alexander,Tsai, Yi-Hsuan,Chang, Yuan-Yu,Ortiz, Christopher Llynard,Yang, Lee-Wei,Jimenez, Liliana,Li, Siyuan,Hur, Chan,Li, Shyh-Dar
, (2021/07/10)
Opioids account for 69,000 overdose deaths per annum worldwide and cause serious side effects. Safer analgesics are urgently needed. The endogenous opioid peptide Leu-Enkephalin (Leu-ENK) is ineffective when introduced peripherally due to poor stability a
A photocleavable low molecular weight hydrogel for light-triggered drug delivery
Liu, Qihong,Wang, Hao,Li, Guotao,Liu, Miaochang,Ding, Jinchang,Huang, Xiaobo,Gao, Wenxia,Huayue, Wu
supporting information, p. 485 - 488 (2018/06/19)
A photocleavable low-molecular-weight hydrogelator (LMWG) was synthesized based on coumarin derivative. 1H NMR and UV spectroscopy study suggested that the gelator had good gelling ability, and the driving force for the gelation were hydrogen bonding and π-π stacking. This molecular hydrogel exhibited satisfied photocleavage at C-N bond in 7-amino coumarin with the light irradiation (365 nm, 77.5 mW/cm2). The promising photo-triggered drug release of antineoplastics cytarabine hydrochloride has been obtained, due to the photocleavage motived gel-sol transition.
