Ⅰ.缓激肽抑制肽Bip溶液结构及其对缓激肽引起的豚鼠回肠收缩作用的影响 Ⅱ.医药辅料胆固醇酯泊洛沙姆/聚乙二醇单酯的合成
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摘要
缓激肽参与许多生理和病理反应,比如血管舒张、血管渗透性、血压控制、疼痛产生和炎症反应等,除此之外,缓激肽还有对血管或非血管平滑肌的强效收缩或舒张效应。毒蛇毒液中有许多特异性的生物活性物质,其中最重要的是血管紧张素转化酶抑制剂/缓激肽加强肽一类的肽,在结构方面,它们都由5-14个氨基酸组成,N末端为焦谷氨酸,肽链含丰富的Pro;在功能方面,它们一般同时具有血管紧张素转化酶抑制活性和缓激肽加强作用。缓激肽抑制肽在功能方面有抑制缓激肽的作用,而在结构方面却与血管紧张素转化酶抑制剂/缓激肽加强肽相通。
二维核磁共振是目前研究多肽和蛋白质空间结构的主要方法,通过COSY、TOCSY、NOESY谱图中氨基酸残基的质子的化学位移和质子间的耦合作用可以得到多肽的空间信息,再辅以计算机和相关软件进行生理状态的结构计算得到空间结构,就可以研究结构和功能的关系。
用Fmoc保护体系的固相多肽合成法合成缓激肽抑制肽,然后用质谱和高效液相色谱对缓激肽抑制肽进行鉴定并分离纯化出来。对缓激肽抑制肽作DQF-COSY、TOCSY、ROESY谱图,通过氨基酸自旋系统的识别和顺序识别,从ROESY中的NOE的到质子间的相互作用的信息,再用CNS计算得到结构。
对离体豚鼠回肠先用缓激肽抑制肽孵育,再用缓激肽作用,发现缓激肽抑制肽对缓激肽引起的豚鼠回肠的收缩作用有抑制效应。同时也发现缓激肽抑制肽本身对豚鼠回肠也有收缩作用,且呈浓度依赖性。
胆固醇是生命体内重要组成部分,其衍生物有很多重要的用途,但是它的水溶性很差。聚乙二醇和泊洛沙姆是两亲性的多聚物,并且它们都有很好的生物相容性。把胆固醇连接到聚乙二醇或者泊洛沙姆上可以增加它的水溶性,使它成为两亲性物质。本文主要研究了用丁二酸连接聚乙二醇和泊洛沙姆到胆固醇的合成方法,并且用傅立叶变换红外光谱仪和400 M核磁共振波谱仪对产物的化学结构进行了表征和鉴定。
Bradykinin not only participates in a large number of physiological and pathological processes, such as vasodilatation, increasing vascular permeability, control of blood pressure and production of pain, but also participates in several inflammatory processes. Apart from these effects, bradykinin has shown to induce potent contractile or relaxant effects in several vascular and nonvascular smooth muscles. Some peptides, called ACEI/BPPs, seprated from venoms have many specific activites. ACEI/BPPs are comprised of 5-14 amino acid residues, usually with a pyroglutamic acid residue at N-terminus and rich prolines. They have the ability to inhibite angiotensin - convertion enzyme and potentiate the activity of bradykinin.
Two dimensional nuclear magnetic resonance (2D NMR) is one of the main methods for studying the structure of peptide and protein. It can gain many spatial information of peptide via chemical shift of amino acid residues protons and coupling action among protons in COSY, TOCsY and NOESY. Then one can do structure calculation of physiological state with computer by some sofewares.
The bradykinin inhibiting peptide (BIP) was synthesized by Fmoc solid phase peptide synthesis, then was purified by high performance liquid chromatography and characterizated by mass spectroy. Through DQF-COSY, TOCSY and ROESY, the amino acid spin system and the sequence recognization were integrated. The analogic spatial structure of BIP was obtained by CNS.
By the isolated guinea pig ileum contraction test, we knew that BIP can inhibit the guinea pig ileum contraction effect induced by bradykinin. Additionally, we knew that BIP could induce contraction of guinea pig ileum and the contraction was noted with increasing concentrations.
Cholesterol is an important constituent in life and its derivatives have a wide application. Polyethylene glycol and poloxamers are amphiphilic polyether with high biocompatibility. We described a route for the conjugation of cholesterol to polyethylene glycol and poloxamers with succinate, which improved the hydrophilicity and resulted in amphiphilic. The chemical structures were analysized with FT-IR and 400MHz ~1H NMR.
二维核磁共振是目前研究多肽和蛋白质空间结构的主要方法,通过COSY、TOCSY、NOESY谱图中氨基酸残基的质子的化学位移和质子间的耦合作用可以得到多肽的空间信息,再辅以计算机和相关软件进行生理状态的结构计算得到空间结构,就可以研究结构和功能的关系。
用Fmoc保护体系的固相多肽合成法合成缓激肽抑制肽,然后用质谱和高效液相色谱对缓激肽抑制肽进行鉴定并分离纯化出来。对缓激肽抑制肽作DQF-COSY、TOCSY、ROESY谱图,通过氨基酸自旋系统的识别和顺序识别,从ROESY中的NOE的到质子间的相互作用的信息,再用CNS计算得到结构。
对离体豚鼠回肠先用缓激肽抑制肽孵育,再用缓激肽作用,发现缓激肽抑制肽对缓激肽引起的豚鼠回肠的收缩作用有抑制效应。同时也发现缓激肽抑制肽本身对豚鼠回肠也有收缩作用,且呈浓度依赖性。
胆固醇是生命体内重要组成部分,其衍生物有很多重要的用途,但是它的水溶性很差。聚乙二醇和泊洛沙姆是两亲性的多聚物,并且它们都有很好的生物相容性。把胆固醇连接到聚乙二醇或者泊洛沙姆上可以增加它的水溶性,使它成为两亲性物质。本文主要研究了用丁二酸连接聚乙二醇和泊洛沙姆到胆固醇的合成方法,并且用傅立叶变换红外光谱仪和400 M核磁共振波谱仪对产物的化学结构进行了表征和鉴定。
Bradykinin not only participates in a large number of physiological and pathological processes, such as vasodilatation, increasing vascular permeability, control of blood pressure and production of pain, but also participates in several inflammatory processes. Apart from these effects, bradykinin has shown to induce potent contractile or relaxant effects in several vascular and nonvascular smooth muscles. Some peptides, called ACEI/BPPs, seprated from venoms have many specific activites. ACEI/BPPs are comprised of 5-14 amino acid residues, usually with a pyroglutamic acid residue at N-terminus and rich prolines. They have the ability to inhibite angiotensin - convertion enzyme and potentiate the activity of bradykinin.
Two dimensional nuclear magnetic resonance (2D NMR) is one of the main methods for studying the structure of peptide and protein. It can gain many spatial information of peptide via chemical shift of amino acid residues protons and coupling action among protons in COSY, TOCsY and NOESY. Then one can do structure calculation of physiological state with computer by some sofewares.
The bradykinin inhibiting peptide (BIP) was synthesized by Fmoc solid phase peptide synthesis, then was purified by high performance liquid chromatography and characterizated by mass spectroy. Through DQF-COSY, TOCSY and ROESY, the amino acid spin system and the sequence recognization were integrated. The analogic spatial structure of BIP was obtained by CNS.
By the isolated guinea pig ileum contraction test, we knew that BIP can inhibit the guinea pig ileum contraction effect induced by bradykinin. Additionally, we knew that BIP could induce contraction of guinea pig ileum and the contraction was noted with increasing concentrations.
Cholesterol is an important constituent in life and its derivatives have a wide application. Polyethylene glycol and poloxamers are amphiphilic polyether with high biocompatibility. We described a route for the conjugation of cholesterol to polyethylene glycol and poloxamers with succinate, which improved the hydrophilicity and resulted in amphiphilic. The chemical structures were analysized with FT-IR and 400MHz ~1H NMR.
引文
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[2]武长城,李兰英,张栋等.丁二酸单胆固醇酯的合成研究.天津工业大学学报,2005,24(6):27-29
[3]B.Santanu,K.G.Yamuna.Vesicle Formation from Oligo(oxyethylene)-Bearing Cholesteryl Amphiphiles:Site-Selective Effects of Oxyethylene Units on the Membrane Order and Thickness.Langmuir,2001(17):2067-2075
[4]何汉平,刘叶青,曹学君等.PEG修饰青霉素酰化酶及其在两水相生物转化体系中的分配.华尔理工大学学报,2001(27):109-112
[5]熊成东,王亚辉,袁明龙等.聚乙二醇衍生物的合成研究进展.高分子通报,2003,(1):39-44
[6]李金亮,冯霞,刘斌等.聚乙二醇支载水溶性紫杉醇衍生物的合成.天津大学学报,2001,34(6):808-811
[7]吴洁,胡卓逸,刘景晶.mal—sac—mPEG的制备及对溶茵酶的初步修饰研究药物生物技术,2005,12(1):6-9
[8]邓意辉,蔡宏,李焕秋等.胆固醇半琥珀酸酯囊泡的制备及Ca~(2+)聚集试验.沈阳药科大学学报,2001,18(2):84-87
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[10]C.Parthapratim,S.Arindam,A.Paschalis et al.Utilizing temperature-sensitive association of Pluronic F-127 with lipid bilayers to control liposome-cell adhesion.Biochimica et Biophysica Acta,2002(1559):32-42
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[13]K.Holmberg,F.Tiberg,M.Malmsten et al.Grafting with hydrophilic polymer chains to prepare protein-resistant surfaces.Colloids Surfaces A,1997(123-124):297-306
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[15]魏刚,陆丽芳,钟高仁等.重组人生长激素缓释微球.Ⅱ.大鼠体内的药物动力学研究.中国医药工业杂志,2006,37(11):745-748
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[1]张忠芬.从现代药剂学看要用辅料的发展.药物分析杂志,2005,25(12):1576-1580
[2]武长城,李兰英,张栋等.丁二酸单胆固醇酯的合成研究.天津工业大学学报,2005,24(6):27-29
[3]B.Santanu,K.G.Yamuna.Vesicle Formation from Oligo(oxyethylene)-Bearing Cholesteryl Amphiphiles:Site-Selective Effects of Oxyethylene Units on the Membrane Order and Thickness.Langmuir,2001(17):2067-2075
[4]何汉平,刘叶青,曹学君等.PEG修饰青霉素酰化酶及其在两水相生物转化体系中的分配.华尔理工大学学报,2001(27):109-112
[5]熊成东,王亚辉,袁明龙等.聚乙二醇衍生物的合成研究进展.高分子通报,2003,(1):39-44
[6]李金亮,冯霞,刘斌等.聚乙二醇支载水溶性紫杉醇衍生物的合成.天津大学学报,2001,34(6):808-811
[7]吴洁,胡卓逸,刘景晶.mal—sac—mPEG的制备及对溶茵酶的初步修饰研究药物生物技术,2005,12(1):6-9
[8]邓意辉,蔡宏,李焕秋等.胆固醇半琥珀酸酯囊泡的制备及Ca~(2+)聚集试验.沈阳药科大学学报,2001,18(2):84-87
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[15]魏刚,陆丽芳,钟高仁等.重组人生长激素缓释微球.Ⅱ.大鼠体内的药物动力学研究.中国医药工业杂志,2006,37(11):745-748
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