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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Introducing terminal alkyne groups at the reducing end of cellulose nanocrystals by aldimine condensation for further click reaction

Miao Zhang,Peng Zhu,Jianxin Liu,Huapeng Zhang,Yanjun Tang

In recent years, click reactions with cellulose nanocrystals (CNC) participation have gradually become a research hotspot. Carboxylamine condensation is the most used method to introduce terminal alkyne groups at the reducing end of CNC as reaction sites for click reactions. However, hydroxyl groups on CNC surface would be slightly oxidized during the carboxyamine condensation process , inducing the potential positions of introduced alkynes would be not only at the reducing end but also on CNC surface. Here, aldimine condensation was proposed to introduce terminal alkyne groups just at the reducing end of CNC, and a systematic comparison analysis was conducted with carboxylamine condensation. Firstly, the selectivity and extent of alkynylation were characterized by XPS and EA. Secondly, the end aldehyde content in these CNC samples was measured by the BCA method, which quantitatively explained the grafting efficiency of aldimine condensation and further verified its feasibility. Thirdly, the clickability of the modified CNC samples was confirmed through XPS analysis of the products after a pre-designed click reaction. In sum, aldimine condensation was proven to be a simple and effective strategy for introducing terminal alkyne groups at the reducing end of CNC, which could be used as reaction sites for further click reactions.

研究领域: 材料科学 · 化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Analytical Methods · 2017 ·Vol. 9 ·期 37 ·5472-5477 · IF 1.9

A fluorescence-enhanced probe for rapid detection of formaldehyde and its application for cell imaging

Feng Wu,Yue Zhang,Lei Huang,Dan Xu,Hongying Wang

A simple anthracene carboxyimide-based fluorescent probe has been readily developed for the detection of toxic formaldehyde (FA). The probe displays a remarkable fluorescence turn-on response towards FA based on the aldimine condensation reaction, which was confirmed by the HR-MS spectrum. The probe can quantitatively determine the level of FA with high selectivity and fast response (within 3 min). Furthermore, cell staining experiments indicate that the probe was cell membrane permeable and could be used for imaging FA in living cells with good performance. Therefore, this probe has promising applications for the detection of FA in living cells.

研究领域: 分析化学 · 生物化学 · 细胞生物学
✓ 已验证 DOI 高影响因子
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MOLECULES · 2023 ·Vol. 28 ·期 9 ·3943 · IF 4.6

The Efficient Synthesis and Anti-Fatigue Activity Evaluation of Macamides: The Unique Bioactive Compounds in Maca

Tao Liu,Ziyan Peng,Wei Lai,Yan Shao,Qing Gao,Miaoxin He,Wan Zhou,Lirong Guo,Jiyao Kang,Xiaobao Jin,Hui Yin

Macamides are a class of amide alkaloids that are only found in maca and are widely considered to be its bioactive marker compounds. More than thirty macamide monomers have been identified in recent years; however, it is difficult to obtain a single macamide monomer from the maca plant because of their similar structures and characteristics. We used the carbodiimide condensation method (CCM) to efficiently synthesize five typical macamides, includingN-benzyl-hexadecanamide (NBH),N-benzyl-9Z,12Z,15Z-octadecenamide,N-(3-methoxybenzyl)-9Z,12Z-octadecenamide,N-benzyl-9Z,12Z-octadecenamide, andN-(3-methoxybenzyl)-9Z,12Z,15Z-octadecadienamide. All the synthesized macamides were purified by a one-step HPLC with a purity of more than 95%. NBH is the most abundant macamide monomer in natural maca, and it was selected to evaluate the anti-fatigue effects of macamides. The results indicated that NBH could enhance the endurance capacity of mice by increasing liver glycogen levels and decreasing blood urea nitrogen, lactate dehydrogenase, blood ammonia, and blood lactic acid levels. Macamides might be the active substances that give maca its anti-fatigue active function.Keywords:macamides;bioactive marker compounds;synthesis;carbodiimide condensation method;anti-fatigue

研究领域: 药理学 · 有机化学 · 生物化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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NEW JOURNAL OF CHEMISTRY · 2018 ·Vol. 42 ·期 18 ·15061-15067 · IF 3.201

Multi-component hybrid films based on covalent post-synthetic functionalization of silicon chip using both ZIF-90 and lanthanide complexes for luminescence tuning

Jing Ma,Bing Yan

We prepared multi-component luminescent hybrid films based on a silicon chip by a covalent functionalization strategy of both metal–organic frameworks (ZIF-90) and lanthanide complexes. Herein the Si chip is firstly covalently modified by aminopropyltriethoxysilane (APTES) via a hydrolysis and condensation reaction, and then ZIF-90 is covalently grafted onto the surface of Si chip through imine condensation with APTES to form the hybrid films (Si-APTES-ZIF-90). Ternary lanthanide complexes with 3-methacryloxypropyltrimethoxysilane (MPTMS) and Phen (1,10-phenanthroline) are introduced to the above film systems through MPTMS as a covalent linker. The final multi-component hybrid films (Phen-Ln-MPTMS-Si-APTES-ZIF-90) display the typical Ln3+ (Ln = Eu, Tb, Sm and Dy) luminescence through the energy transfer from the MPTMS-Si-APTES-ZIF-90 host. Moreover, fine tuning of the luminescence color for these films is discussed by adjusting the excitation wavelength. Phen-Ln-MPTMS-Si-APTES-ZIF-90 (Ln = Eu, Sm, Dy) can exhibit white color emission closely by selective excitation. In addition, the consolidation stability under airflow of the film and the luminescence stability of the film under certain humidity environments are discussed.

研究领域: 材料科学 · 化学 · 光学
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