کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
2487961 | 1114445 | 2006 | 13 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Synthesis and chemical stability of a disulfide bond in a model cyclic pentapeptide: Cyclo(1,4)âCysâGlyâPheâCysâGlyâOH
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کلمات کلیدی
EDC, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochlorideFAB-MS, fast atom bombardment mass spectrometry - FAB-MS، طیف سنجی جرمی بمباران اتمی سریعHOBt, 1-hydroxybenzotriazole - HOBt، 1-hydroxybenzotriazoleDMSO, dimethylsulfoxide - دیمتیل سولفواکسیدConformational restriction - محدودیت های سازگاریCyclic peptide - پپتید سیکلی
موضوعات مرتبط
علوم پزشکی و سلامت
داروسازی، سم شناسی و علوم دارویی
اکتشاف دارویی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: Synthesis and chemical stability of a disulfide bond in a model cyclic pentapeptide: Cyclo(1,4)âCysâGlyâPheâCysâGlyâOH Synthesis and chemical stability of a disulfide bond in a model cyclic pentapeptide: Cyclo(1,4)âCysâGlyâPheâCysâGlyâOH](/preview/png/2487961.png)
چکیده انگلیسی
Many cyclic peptides are formed using a disulfide bond to increase their conformational rigidity; this provides receptor selectivity and increased potency. However, degradation of the disulfide bond in formulation can lead to a loss of structural stability and biological activity of the peptide. Therefore, the objective of this study was to study the stability of peptide (cyclo(1,4)âCysâGlyâPheâCysâGlyâOH). This cyclic peptide was synthesized using Boc strategy via solutionâphase peptide synthesis and purified using semiâpreparative HPLC. The accelerated stability studies of the cyclic peptide were conducted in buffer solutions at pH 1.0-11.0 with controlled ionic strengths at 70°C. The pHârate profile shows that the peptide has an optimal stability around pH 3.0 with a Vâshape between pH 1.0 and 5.0. Two small plateaus are observed at pH 5.0-7.0 and pH 8.0-10.0, indicating hydrolysis on different ionized forms of the cyclic peptide. One product was observed at acidic pH due to peptide bond hydrolysis at Gly2âPhe3. The number of degradation products increases as the pH increases from neutral to basic, and most of the degradation products at neutral and basic pH are derived from the degradation at the disulfide bond.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Pharmaceutical Sciences - Volume 95, Issue 10, October 2006, Pages 2222-2234
Journal: Journal of Pharmaceutical Sciences - Volume 95, Issue 10, October 2006, Pages 2222-2234
نویسندگان
Henry T. He, R.Neslihan Gürsoy, Lidia KupczykâSubotkowska, Jiaher Tian, Todd Williams, Teruna J. Siahaan,