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1. |
BOP‐OXy, BOP‐OBt, and BOP‐OAt: novel organophosphinic coupling reagents useful for solution and solid‐phase peptide synthesis |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 1-6
Ayman El‐Faham,
Sherine N. Khattab,
Ramon Subirós‐Funosas,
Fernando Albericio,
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摘要:
Stand‐alone coupling reagents derived from bis(2‐oxo‐3‐oxazolidinyl)phosphorodiamidic chloride show efficient performance in solution and SPPS. In particular, the Oxyma Pure (Luxembourg Biotech., Tel Aviv, Israel) derivative shows the additional advantage of being highly soluble in DMF and even fairly soluble in CH3CN, which can extend its use for the synthesis of complex peptides. These new stand‐alone coupling reagents have the advantage of not bearing any counteranion such as PF6or BH4, whose presence can jeopardize the purification of final peptides prepared in solution. Copyright © 2013 European Peptide Society and John Wiley
ISSN:1075-2617
DOI:10.1002/psc.2579
年代:2014
数据来源: WILEY
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2. |
Development of a neuromedin U–human serum albumin conjugate as a long‐acting candidate for the treatment of obesity and diabetes. Comparison with the PEGylated peptide |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 7-19
Philippe Neuner,
Andrea M. Peier,
Fabio Talamo,
Paolo Ingallinella,
Armin Lahm,
Gaetano Barbato,
Annalise Di Marco,
Kunal Desai,
Karolina Zytko,
Ying Qian,
Xiaobing Du,
Davide Ricci,
Edith Monteagudo,
Ralph Laufer,
Alessandro Pocai,
Elisabetta Bianchi,
Donald J. Marsh,
Antonello Pessi,
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摘要:
Neuromedin U (NMU) is an endogenous peptide implicated in the regulation of feeding, energy homeostasis, and glycemic control, which is being considered for the therapy of obesity and diabetes. A key liability of NMU as a therapeutic is its very short half‐lifein vivo. We show here that conjugation of NMU to human serum albumin (HSA) yields a compound with long circulatory half‐life, which maintains full potency at both the peripheral and central NMU receptors. Initial attempts to conjugate NMU via the prevalent strategy of reacting a maleimide derivative of the peptide with the free thiol of Cys34 of HSA met with limited success, because the resulting conjugate was unstable in vivo. Use of a haloacetyl derivative of the peptide led instead to the formation of a metabolically stable conjugate. HSA–NMU displayed long‐lasting, potent anorectic, and glucose‐normalizing activity. When compared side by side with a previously described PEG conjugate, HSA–NMU proved superior on a molar basis. Collectively, our results reinforce the notion that NMU‐based therapeutics are promising candidates for the treatment of obesity and diabetes. Copyright © 2013 European Peptide Society and John
ISSN:1075-2617
DOI:10.1002/psc.2582
年代:2014
数据来源: WILEY
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3. |
Synthesis and antimicrobial activity ofα‐aminoboronic‐containing peptidomimetics |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 20-24
Olga V. Gozhina,
John Sigurd Svendsen,
Tore Lejon,
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摘要:
A library of 175 dipeptidomimetics and tripeptidomimetics containing anα‐amino boronic acid or boronate has been synthesized, and the activity towardMycobacterium tuberculosis,Candida albicans,Staphylococcus aureus,Streptococcus pyogenes,Escherichia coliandPseudomonas aeruginosahas been screened. Although there is no clear structure–activity relationship, several compounds exhibit promising activity against different pathogens. Copyright © 2013 European Peptide Society and John Wiley&Sons
ISSN:1075-2617
DOI:10.1002/psc.2583
年代:2014
数据来源: WILEY
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4. |
Award Lectures |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 24-32
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摘要:
No abstract is available for this article.
ISSN:1075-2617
DOI:10.1002/psc.2685
年代:2014
数据来源: WILEY
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5. |
Mining antimicrobial peptides from small open reading frames inCiona intestinalis |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 25-29
Yongzhong Lu,
Yu Zhuang,
Jie Liu,
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摘要:
Though being able to encode various kinds of bioactive peptides, small open reading frames (sORFs) are poorly annotated in many genomic data. The present study was conducted to evaluate the potential of sORFs in encoding antimicrobial peptides (AMPs) in the basal chordate modelCiona intestinalis. About 4.8 mgenomic sequence was first retrieved for sORFs mining by the program sORFfinder, then the sORFs were translated into amino acid sequences for AMP prediction via CAMP server, and thereafter, ten putative AMPs were selected for expression and antimicrobial activity validation. In total, over 180 peptides deduced from the sORFs were predicted to be AMPs. Among the ten tested peptides, six were found to have significant expressed sequence tag matches, providing strong evidence for gene expression; five were proved to be active against the bacterial strains. These results indicate that many sORFs inC. intestinalisgenome contain AMP information. This work can serve as an important initial step to investigate the role of sORFs in the innate defense ofC. intestinalis. Copyright © 2013 European Peptide Society and John Wiley&Son
ISSN:1075-2617
DOI:10.1002/psc.2584
年代:2014
数据来源: WILEY
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6. |
Evaluation of acid‐labileS‐protecting groups to prevent Cys racemization in Fmoc solid‐phase peptide synthesis |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 30-35
Hajime Hibino,
Yasuyoshi Miki,
Yuji Nishiuchi,
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摘要:
Phosphonium and uronium salt‐based reagents enable efficient and effective coupling reactions and are indispensable in peptide chemistry, especially in machine‐assisted SPPS. However, after the activating and coupling steps with these reagents in the presence of tertiary amines, Fmoc derivatives of Cys are known to be considerably racemized during their incorporation. To avoid this side reaction, a coupling method mediated by phosphonium/uronium reagents with a weaker base, such as 2,4,6‐trimethylpyridine, than the ordinarily used DIEA or that by carbodiimide has been recommended. However, these methods are appreciably inferior to the standard protocol applied for SPPS, that is, a 1 min preactivation procedure of coupling with phosphonium or uronium reagents/DIEA in DMF, in terms of coupling efficiency, and also the former method cannot reduce racemization of Cys(Trt) to an acceptable level (<1.0%) even when the preactivation procedure is omitted. Here, the 4,4′‐dimethoxydiphenylmethyl and 4‐methoxybenzyloxymethyl groups were demonstrated to be acid‐labileS‐protecting groups that can suppress racemization of Cys to an acceptable level (<1.0%) when the respective Fmoc derivatives are incorporated via the standard SPPS protocol of phosphonium or uronium reagents with the aid of DIEA in DMF. Furthermore, these protecting groups significantly reduced the rate of racemization compared to the Trt group even in the case of microwave‐assisted SPPS performed at a high temperature. © 2013 The Authors.European Peptide Societypublished by
ISSN:1075-2617
DOI:10.1002/psc.2585
年代:2014
数据来源: WILEY
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7. |
Young Investigator Mini Symposium |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 33-39
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摘要:
No abstract is available for this article.
ISSN:1075-2617
DOI:10.1002/psc.2686
年代:2014
数据来源: WILEY
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8. |
Mimicking hemoproteins: a new synthetic metalloenzyme based on a Fe(III)‐mesoporphyrin functionalized by two helical decapeptides |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 36-45
Mariano Venanzi,
Sabrina Cianfanelli,
Antonio Palleschi,
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摘要:
A new metalloenzyme formed by a Fe(III)‐mesoporphyrin IX functionalized by two helical decapeptides was synthesized to mimic function and structural features of a hemoprotein active site. Each decapeptide comprises six 2‐aminoisobutyric acid residues, which constrain the peptide to attain a helical conformation, and three glutamic residues for improving the solubility of the catalyst in aqueous solutions. The new compound shows a marked amphiphilic character, featuring a polar outer surface and a hydrophobic inner cavity that hosts the reactants in a restrained environment where catalysis may occur. The catalytic activity of this synthetic mini‐protein was tested with respect to the oxidation ofl‐ andd‐Dopa by hydrogen peroxide, showing moderate stereoselectivity. Structural information on the new catalyst and its adduct with thel‐ ord‐Dopa substrate were obtained by the combined use of spectroscopic techniques and molecular mechanics calculations. Copyright © 2013 European Peptide Society and John W
ISSN:1075-2617
DOI:10.1002/psc.2586
年代:2014
数据来源: WILEY
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9. |
Oral Abstracts |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 40-80
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摘要:
No abstract is available for this article.
ISSN:1075-2617
DOI:10.1002/psc.2687
年代:2014
数据来源: WILEY
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10. |
A novel modified peptide derived from membrane‐proximal external region of human immunodeficiency virus type 1 envelope significantly enhances retrovirus infection |
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Journal of Peptide Science,
Volume 20,
Issue 1,
2014,
Page 46-54
Lishuang Zhang,
Chunlai Jiang,
Huayan Zhang,
Xin Gong,
Lan Yang,
Liang Miao,
Yuhua Shi,
Yan Zhang,
Wei Kong,
Chuntao Zhang,
Yaming Shan,
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摘要:
Efficient gene transfer is a critical goal in retroviral transduction. Several peptides capable of forming amyloid fibrils, such as the 39‐residue semen‐derived infection‐enhancing peptide (SEVI), have demonstrated the ability to boost retroviral gene delivery. Here, a 13‐residue peptide P13 (Ac‐671NWFDITNWLWYIK683) derived from the membrane‐proximal external region of the human immunodeficiency virus type 1 (HIV‐1) gp41 transmembrane protein, together with its 16‐residue peptide derivative (P16) were found to enhance HIV‐1 infection significantly. Both peptides, P13 and P16, could form amyloid fibril structures to potently enhance HIV‐1 infectivity. Further investigations showed that both aromatic Trp residues and cationic Lys residues contributed to the enhancement of HIV‐1 infection by these two active peptides. P16 could more effectively augment HIV‐1 YU‐2 infection than SEVI, implying its potential applications as a tool in the lab to improve gene transfer rates. Copyright © 2013 European Peptide Societ
ISSN:1075-2617
DOI:10.1002/psc.2587
年代:2014
数据来源: WILEY
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