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Chinese Journal of Chemistry 2022年第21期40卷 2502-2506页

作者： Xiangxiang Chen Bo Li Huarong Tong Liping Qi Gang He Gong Chen State Key Laboratory and Institute of Elemento-Organic Chemistry College of ChemistryNankai UniversityTianjin 300071China Haihe Laboratory of Sustainable Chemical Transformations Tianjin300192China

A new method for post-assembly modification of Peptides via the Pd-catalyzed endogenous group-directed sp^(3) C—H arylation with aryl iodides is developed.The sulfide side chain of methionine(Met)residue can facilitate the arylation of bothβandγmethyl C—H bonds of N-terminal aliphatic amino acids of Peptides via formation of 5 or 6-membered palladacycle intermediates.The reactions can proceed in moderate to good yield and with excellent diastereoselectivity.

关键词： Methionine Endogenous directing group C(sp^(3))-H arylation Palladium Peptides

Food-derived protein hydrolysates and Peptides:anxiolytic and antidepressant activities,characteristics,and mechanisms

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Food Science and Human Wellness 2024年第3期13卷 1168-1185页

作者： Wenhui Li Yu Xi Junru Wang Yinxiao Zhang He Li Xinqi Liu Beijing Advanced Innovation Center for Food Nutrition and Human Health Beijing Engineering and Technology Research Center of Food AdditivesNational Soybean Processing Industry Technology Innovation CenterBeijing Technology and Business UniversityBeijing 100048China

Globally,the prevalence of anxiety and depression has reached epidemic proportions.Food-derived protein hydrolysates and Peptides delivered through dietary supplementation can avoid the negative risks associated with traditional pharmaceuticals while delivering superior anxiolytic and antidepressant effects.This review summarizes current research on food-derived anxiolytic and antidepressant protein hydrolysates and Peptides,and subsequently analyses their physicochemical characteristics and elaborates on their mechanisms.The aim of this work is to contribute to the in-depth study and provide a theoretical foundation for the development of related products to better serve patients with anxiety and depression.

关键词： Anxiolytic Antidepressant Peptides Protein hydrolysates Neurotransmitter

Mitochondria-targeted cancer therapy based on functional Peptides

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Chinese Chemical Letters 2023年第5期34卷 104-110页

作者： Yuhan Sun He Zhang Guangzhao Lu Huan Wang Ying Lu Li Fan Department of Pharmaceutical Sciences School of PharmacyNaval Medical UniversityShanghai 200433China

Mitochondria are critical for tumor growth and metastasis.A number of traditional antitumor drugs have poor water solubility and must penetrate multiple cellular barriers to reach the mitochondria.Because mitochondria have a unique transmembrane potential and an inner membrane with a low permeability,it is difficult for most drugs to enter mitochondria.In recent years,mitochondria-targeted delivery systems that use functional Peptides to modify drugs have received increasing attention.Introducing functional Peptides can change the original physicochemical properties of drugs and actively target mitochondria.Functional peptide-drug conjugates(PDCs,peptide-drug conjugates)can decompose and release drugs over time or due to certain stimuli in tumors.This preserves the biological activity of the drug while increasing intratumor uptake through the enhanced permeability and retention effect(EPR,the enhanced permeability and retention effect).In this review,we focus on the direction of cancer therapy and review the application of different functional Peptides in the mitochondria-targeted tumor treatments reported in recent years.

关键词： Peptides Mitochondria Cancer therapy Targeting Cell uptake

Cytological evaluation by Caco-2 and KU812 of non-allergenic Peptides from simulated digestion of infant formula in vitro

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Food Science and Human Wellness 2023年第3期12卷 817-824页

作者： Zihao Xu Hao Bai Xin Ma Yong Wu Zhihua Wu Anshu Yang Weixiang Mao Xin Li Hongbing Chen State Key Laboratory Food Science and Technology Nanchang UniversityNanchang 330047China School of food science and Technology Nanchang UniversityNanchang 330047China Sino-German Joint Research Institute Nanchang UniversityNanchang 330047China Jiangxi Province Key Laboratory of Food Allergy Nanchang UniversityNanchang 330047China Jiangxi Institute of Quality and Standardization Nanchang 330046China

Milk allergy is a common allergic reaction found in infants and young children,most of them appear tolerance after growing up.In this study,infant formula was digested by simulated in vitro digestion method.The potential non-allergenic Peptides were further screened from undigested products by exclusion of the known epitopes fromβ-lactoglobulin(BLG)andα-lactalbumin(ALA).These potential non-allergenic Peptides were synthesized and their transferability were determined by Caco-2 cell monolayer model.Finally,the potential allergenicity were evaluated by KU812 cell degranulation model.The results showed that 7 Peptides were screened as non-allergenic sequences,among which were 3 from ALA and 4 from BLG.The Caco-2 cell model showed that all the synthetic Peptides were absorbed and transported well.However,only peptide BLG_(107-118)showed potential allegencity by KU812 model.In conclusion,6 Peptides,including ALA_(29-51),ALA_(80-90),ALA_(94-103),BLG_(1-20),BLG_(24-50),and BLG_(123-139)were evaluated as hypoallergenic Peptides,which could be used for candidates of Peptides inducing immune tolerance for persons with milk allergy.

关键词： Milk allergy Epitopes Peptides Hypoallergenic Immune tolerance

Purifi cation and identification of anti-inflammatory Peptides from sturgeon (Acipenser schrenckii) cartilage

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Food Science and Human Wellness 2023年第6期12卷 2175-2183页

作者： Li Yuan Qian Chu Bei Yang Wei Zhang Quancai Sun Ruichang Gao School of Food and Biological Engineering Jiangsu UniversityZhenjiang 212013China Bio-resources Key Laboratory of Shaanxi Province School of Biological Science and EngineeringShaanxi University of TechnologyHanzhong 723001China

Cartilage is a nonedible byproduct with little saleable value.However,previous studies have proposed the possibility of producing Peptides from cartilage with immune function modulation potential.The current study aimed to investigate the potential anti-inflammatory activity of Peptides derived from sturgeon(Acipenser schrenckii)cartilage in lipopolysaccharide(LPS)-stimulated RAW264.7 macrophages.Five peptide sequences,including four novel Peptides,were identified from ethanol-soluble cartilage hydrolysates.Among these five Peptides,LTGP,LLLE,LLEL and VGPAGPAGP reduced the production of nitric oxide(NO)and interleukin-6(IL-6)while increasing interleukin-10(IL-10)excretion.Transcriptome analysis suggested the inhibition of activated mitogen-activated protein kinase(MAPK)and interleukin-17(IL-17)signaling pathways after LLEL intervention.MAPK,which is involved in the IL-17 signaling pathway,was further proved to be blocked by downregulating the phosphorylation of p38,extracellular-signal regulated protein kinase(ERK),and c-jun N-terminal kinase(JNK).This novel peptide offers an attractive approach to develop functional foods.

关键词： Sturgeon cartilage Peptides Anti-inflammatory Mitogen-activated protein kinase

Production,purification and activity evaluation of three novel antioxidant Peptides obtained from grass carp(Ctenopharyngodon idella)scale waste by microbial protease BaApr1 hydrolysis

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Systems Microbiology and Biomanufacturing 2022年第3期2卷 568-579页

作者： Shuang Li Qiaopeng Tian Tiantian Meng Zhengbing Guan Yujie Cai Xiangru Liao The Key Laboratory of Industrial Biotechnology Ministry of EducationSchool of BiotechnologyJiangnan University1800 Lihu RoadWuxi 214122JiangsuPeople’s Republic of China

In this study,an alkaline protease BaApr1 from the Bacillus altitudinis W3 was chosen to hydrolysis grass carp(Ctenopharyngodon idella)scales.The hydrolysate of alkaline protease BaApr1 exhibited the best antioxidant activity compared to other protease hydrolysates.The optimal hydrolysis conditions for BaApr1 were an enzyme dosage of 1250 U/g,a hydrolysis time of 7 h,a pH of 9.5 and a temperature of 50℃.Three novel Peptides were purified using ultrafiltration,anion exchange chromatography,gel filtration chromatography and ultra-performance liquid chromatography,and their sequences were identified as Tyr-Val-Gln-Ala-Gly-Ala-Ala-Gly-Ala-Ala-Ala-His(SHP2),Val-Lys-Leu-Tyr-Val-Leu-Leu-Val-Pro(SHP4),and Val-Gln-Val-Leu-Ala-Gly-Pro-Val-Val-Lys-Leu-Tyr(SHP5)with molecular weights of 1086.53 Da,1043.69 Da and 1285.79 Da,respectively.Among them,SHP2 exhibited the highest scavenging activity on DPPH;(EC_(50)4.08 mg/mL),ABTS+;(EC_(50)0.23 mg/mL)and HO;(EC_(50)2.78 mg/mL),and the strongest reducing power.Additionally,SHP5 can significantly inhibit lipid peroxidation in the linoleic acid system.In conclusion,three Peptides isolated from scales of hydrolysate of grass carp showed great antioxidant activity and might be used as potential food ingredients and pharmaceuticals.

关键词： Antioxidant activity Peptides Alkaline protease Ctenopharyngodon idella Bacillus altitudinis

High voltage electrical treatments can eco-efficiently promote the production of high added value Peptides during chymotryptic hydrolysis of β-lactoglobulin

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Food Bioscience 2022年第3期47卷 197-210页

作者： Rock-Seth Agoua Laurent Bazinet Jacinthe Thibodeau Eugène Vorobiev Nabil Grimi Sergey Mikhaylin Institute of Nutrition and Functional Foods (INAF) Dairy Research Center (STELA)Food Science DepartmentUniversité LavalQuébecQCCanada Laboratory of Food Sustainability (EcoFoodLab) Food Science DepartmentUniversité LavalQuébecQCCanada Laboratoire de Transformation Alimentaire et Procédés Électro-Membranaires (LTAPEM) Food Science DepartmentUniversité LavalQuébecQCCanada University of Technology of Compiègne Laboratory of Agro-industrial technologiesCompiègneFrance

Chymotryptic hydrolysis of β-lactoglobulin (β-lg) leads to the release of a wide range of biofunctional Peptides.However,the proteolysis of native β-lg is limited due to its compact globular structure,thus ending with low yields of Peptides.Whereas our previous study showed that eco-efficient High Voltage Electric Treatments (HVET),namely Pulsed Electric Fields (PEF) and Electric Arc (ARC),of β-lg substantially improved its enzymatic hydrolysis,no information regarding the nature of released Peptides is available up to date.Hence,the time-dependent release of Peptides and the dynamics of this release were discussed in the current study.Chromatographic analysis of the final hydrolysates showed that chymotrypsinolysis of HVET samples released 19% more Peptides with higher concentration than the native and preheated ones.Furthermore,1-min HVET were found to be more efficient than 10-min ones as they led to the release of bioactive Peptides (even without chymotrypsin) with higher eco-efficiency scores.

关键词： β-lactoglobulin Peptides High-voltage electrical treatments Eco-efficiency Chymotrypsin Hydrolysis.

Neuroprotective effect of immunomodulatory Peptides in rats with traumatic spinal cord injury

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Neural Regeneration Research 2021年第7期16卷 1273-1280页

作者： Dulce Parra-Villamar Liliana Blancas-Espinoza Elisa Garcia-Vences Juan Herrera-García Adrian Flores-Romero Alberto Toscano-Zapien Jonathan Vilchis Villa Rodríguez Barrera-Roxana Soria Zavala Karla Antonio Ibarra Raúl Silva-García Unidad de Investigación Médica en Inmunología Hospital de PediatríaCentro Médico Nacional Siglo XXI/Instituto Mexicano del Seguro Social/Ciudad de MéxicoMéxico Centro de Investigación en Ciencias de la Salud(CICSA) Facultad de Ciencias de la SaludUniversidad Anáhuac MéxicoCampus NorteHuixquilucanEdo de MéxicoMéxico Centro de Investigación del Proyecto Camina A.C Ciudad de MéxicoMéxico

Several therapies have shown obvious effects on structural conservation contributing to motor functional recovery after spinal cord injury(SCI).Nevertheless, neither strategy has achieved a convincing effect.We purposed a combined therapy of immunomodulatory Peptides that individually have shown significant effects on motor functional recovery in rats with SCI.The objective of this study was to investigate the effects of the combined therapy of monocyte locomotion inhibitor factor(MLIF), A91 peptide, and glutathione monoethyl ester(GSH-MEE) on chronic-stage spinal cord injury.Female Sprague-Dawley rats underwent a laminectomy of the T9 vertebra and a moderate contusion.Six groups were included: sham, PBS, MLIF + A91, MLIF + GSH-MEE, A91 + GSH-MEE, and MLIF + A91 + GSH-MEE.Two months after injury, motor functional recovery was evaluated using the open field test.Parenchyma and white matter preservation was evaluated using hematoxylin & eosin staining and Luxol Fast Blue staining, respectively.The number of motoneurons in the ventral horn and the number of axonal fibers were determined using hematoxylin & eosin staining and immunohistochemistry, respectively.Collagen deposition was evaluated using Masson's trichrome staining.The combined therapy of MLIF, A91, and GSH-MEE greatly contributed to motor functional recovery and preservation of the medullary parenchyma, white matter, motoneurons, and axonal fibres, and reduced the deposition of collagen in the lesioned area.The combined therapy of MLIF, A91, and GSH-MEE preserved spinal cord tissue integrity and promoted motor functional recovery of rats after SCI.This study was approved by the National Commission for Scientific Research on Bioethics and Biosafety of the Instituto Mexicano del Seguro Social under registration number R-2015-785-116(approval date November 30, 2015) and R-2017-3603-33(approval date June 5, 2017).

关键词： glutathione monoethyl ester monocyte locomotion inhibitor factor motor functional recovery neuroprotection neurorestoration Peptides protective autoimmunity spinal cord injury

Identification and dipeptidyl peptidase Ⅳ(DPP-Ⅳ) inhibitory activity verification of Peptides from mouse lymphocytes

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Food Science and Human Wellness 2022年第6期11卷 1515-1526页

作者： Juan Wang Yujia Xie Yuanyuan Luan Tingting Guo Shanshan Xiao Xingxing Zeng Shaohui Zhang School of Agriculture and Biology Shanghai Jiao Tong UniversityShanghai 200240China Zhejiang Go Peptides Life Science and Healthcare Technology Co. Ltd.Wenzhou 325000China

The objective of this study was to isolate and identify the intracellular bioactive Peptides from mouse lymphocytes before and after lipopolysaccharide(LPS)stimulation,to explore novel Peptides and to research the bioactive function.Mouse spleen lymphocytes were isolated and cultured with LPS stimulation(experimental group)or not(control group)to collect intracellular Peptides.Totally 385 Peptides were analyzed by nanoliter liquid phase-Q Exactive quadrupole ultra-high resolution orbitrap mass spectrometer(Nano LC-Q Exactive Plus)and identifi ed by PEAKS X software.After compared with Peptides reported,131 novel Peptides were discovered,which then were predicted bioactivity by Peptide Ranker and 6 Peptides with high bioactivity were predicted function by BIOPEP-UMW database.Prediction data showed that they may have dipeptidyl peptidase IV(DPP-IV)inhibitory activity.Finally,two Peptides showed better potent inhibition were verifi ed with competitive and noncompetitive modes.

关键词： Lymphocytes Peptides Lipopolysaccharide Dipeptidyl peptidaseⅣ(DPP-Ⅳ)inhibitory activity

Oral delivery of proteins and Peptides:Challenges, status quo and future perspectives

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Acta Pharmaceutica Sinica B 2021年第8期11卷 2416-2448页

作者： Quangang Zhu Zhongjian Chen Pijush Kumar Paul Yi Lu Wei Wu Jianping Qi Shanghai Skin Disease Hospital Tongji University School of MedicineShanghai 200443China Key Laboratory of Smart Drug Delivery of MOE School of PharmacyFudan UniversityShanghai 201203China Department of Pharmacy Gono Bishwabidyalay(University)Mirzanagar SavarDhaka 1344Bangladesh

Proteins and Peptides(PPs)have gradually become more attractive therapeutic molecules than small molecular drugs due to their high selectivity and efficacy,but fewer side effects.Owing to the poor stability and limited permeability through gastrointestinal(GI)tract and epithelia,the therapeutic PPs are usually administered by parenteral route.Given the big demand for oral administration in clinical use,a variety of researches focused on developing new technologies to overcome GI barriers of PPs,such as enteric coating,enzyme inhibitors,permeation enhancers,nanoparticles,as well as intestinal microdevices.Some new technologies have been developed under clinical trials and even on the market.This review summarizes the history,the physiological barriers and the overcoming approaches,current clinical and preclinical technologies,and future prospects of oral delivery of PPs.

关键词： Proteins Peptides Oral delivery Permeation enhancer Enzyme inhibitor Stability Clinical