CAS: 25126-32-3; Cck Octapeptide, Sulfated

该化合物是来自消化和共性中涉及的激素胆碱(CCK)的一个聚氨酯分泌片.这种具体碎片由氨酸26至33的CCK分子组成,其位置27是硫化的硫化硫,对于其生物活动至关重要;硫酸盐组的存在加强了其与受体的相互作用,影响各种生理过程,如胆碱化器收缩和胰腺酶分泌.这种酸的结构包括一种与酸结合的氨酸序列,它显示出了浸泡剂的典型特性,如水溶性以及生理条件下的稳定性.其生物意义通过其在胃肠系统中的作用而得到强调,使它成为与消化素相关的研究对象,例如消化素,胃病调和气气内分泌系统的潜在用途.

结构式图片

上下游产品

CAS号70706-97-7 B°C-Asp(tBu)-Ty... | CAS号29022-11-5 Fm°C-甘氨酸 | CAS号35661-40-6 Fm°C-L-苯丙氨酸 | CAS号35737-15-6 FM°C-L-色氨酸 | CAS号71989-28-1 Fm°C-L-蛋氨酸

合成工艺路线路线简述

    Fmoc-Asp-Tyr(So3Ba0.5)-Met-Gly-Trp-Met-Asp-Phe-Nh2置于哌啶体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应 0.25H,以64%的收率获得辛卡利特
    参考文献:Enzymatic Synthesis Of Cholecystokinin-octapeptide.
    标题:Enzymatic Synthesis Of Cholecystokinin-octapeptide.
    摘要:胆囊收缩素八肽通过三段的酶促缩合合成,除了酪氨酸外,没有侧链保护.Fmoc-Asp-Tyr (So3Ba1/2)-Oh 由蛋白酶的协同作用制备而成,随后经过吡啶三氟乙酰硫酸处理,用作n端片段.在最后一步中,作为唯一保护基团的nα-Fmoc基团通过碱处理轻松去除,而不影响so3部分.
    Doi:10.1248/cpb.36.3915

    海关参考信息

    专利信息


    专利号:US-7301006-B2
    优先权日:2002-07-16
    标 题 :Methods and materials for the synthesis of modified peptides
    发明人:YOUNG TRAVIS G; KIESSLING LAURA L
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:Methods and protected amino acids useful as building blocks (protected monomers) for the synthesis of peptides and proteins that are selectively modified at one or more side-chain hydroxyl groups. Azide-bearing protecting groups allow the selective deprotection of side-chain hydroxyl groups of amino acids after synthesis of a peptide. Reaction conditions for removal of the azide-bearing protecting group can be selected which are substantially orthogonal to those that will remove α-amino protecting groups typically employed in peptide synthesis, such that hydroxyl groups protected with the azide-bearing protecting group remain protected during synthesis of the peptide chain. Various protecting groups which are readily available can be used for protecting potentially reactive side chain groups of amino acids in the peptide or protein to be modified. Preferred side-chain protecting groups are chemically distinguishable from the azide-bearing protecting group and substantially orthogonal reaction conditions can be selected such that side-chain protection of other amino acids is maintained when the azide-bearing protecting group is removed. The use of the azide-bearing protecting group of this invention for one or more hydroxy amino acids during peptide synthesis allows the selective unmasking of those azide-protected side-chain hydroxyl groups and selective modification of the hydroxyl groups that are selectively unmasked. The methods and materials herein are particularly used in synthesis of sulfated, phosphorylated and glycosylated peptides and proteins. Kits and methods of synthesizing a modified peptide or protein using the kits are also provided.

    专利号:WO-03031376-A1
    优先权日:2001-10-12
    标 题 :Solid phase synthesis of substituted 1,5-benzodiazepine-2-one and 1,5-benzothiazepine-2-one
    发明人:MORTON GEORGE C; SALVINO JOSEPH M; LABAUDINIERE RICHARD F; HERPIN TIMOTHY F
    权利人:AVENTIS PHARMA INC; MORTON GEORGE C; SALVINO JOSEPH M; LABAUDINIERE RICHARD F; HERPIN TIMOTHY F
    摘要:A solid phase synthetic method for making substituted 1,5-benzodiazepine-2-one or 1,5-benzothiazepine-2-one. The method is useful for synthesis of large numbers of compounds through automated parallel synthesis or combinatorial library generation and is thus important to rapid discovery or new therapeutic agents containing the base structure of 1,5-benzodiazepine-2-one or 1,5-benzothiazepine-2-one.

    专利号:US-5545568-A
    优先权日:1992-09-14
    标题:Solid phase and combinatorial synthesis of compounds on a solid support
    发明人:ELLMAN JONATHAN A
    权利人:UNIV CALIFORNIA
    摘要:Methods, compositions, and devices for synthesizing combinatorial libraries of various useful compounds, such as benzodiazepines, prostaglandins, β-turn mimetics and glycerol-derived drugs is described. In order to expediently synthesize such combinatorial libraries of derivatives based upon these core structures, a general methodology for the solid phase synthesis of these derivatives is also provided. This disclosure thus also describes an important extension of solid phase synthesis methods to nonpolymeric organic compounds.

    专利号:US-11447454-B2
    优先权日:2015-08-07
    标题:Synthesis of benzodiazepine derivatives
    发明人:BOYCE MALCOLM JAMES; THOMSEN LIV; GILBERT DONALD ALAN; WOOD DAVID
    权利人:TRIO MEDICINES LTD
    摘要:The invention relates to processes for the synthesis of benzodiazepine derivatives of Formula I:

    专利号:US-10005720-B2
    优先权日:2013-04-05
    标题:Compounds useful for the treatment of metabolic disorders and synthesis of the same
    发明人:SEXTON JONATHAN Z; BRENMAN JAY E; MUSSO DAVID L
    权利人:NORTH CAROLINA CENTRAL UNIV; UNIV NORTH CAROLINA CHAPEL HILL
    摘要:The present invention provides compounds of Formula (I): wherein variables X, Y, Z and R1 are as described herein. Some of the compounds described herein are glutamate dehydrogenase activators. The invention is also directed to pharmaceutical compositions comprising these compounds, uses of these compounds and compositions in the treatment of metabolic disorders as well as synthesis of the compounds.

    专利号:US-4769445-A
    优先权日:1985-03-04
    标 题:Process for the solid phase synthesis of peptides which contain sulfated tyrosine
    发明人:COMSTOCK JEANNE; ROSAMOND JAMES D
    权利人:PENNWALT CORP
    摘要:Peptides and Peptide amides such as cholecystokinin (CCK-8) are synthesized in improved yields and purity by a solid phase process. The requisite protected peptide is elaborated and sulfated on a solid support, deprotected, and cleaved from the solid support to give the total synthesis of CCK-8 on a solid support. Thereafter, the peptide is purified in a single step by ion exchange chromatography to provide analytically pure CCK-8.
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    主要参考文献


    1: Covington MF, Krupinski E, Avery RJ, Kuo PH. Classification schema of symptomatic enterogastric reflux utilizing sincalide augmentation on hepatobiliary scintigraphy. J Nucl Med Technol. 2014 Sep;42(3):198-202. doi: 10.2967/jnmt.114.141168. Epub 2014 Jul 17. doi: 10.1053/j.semnuclmed.2011.10.002. doi: 10.2337/db15-0220. Epub 2015 Apr 16. doi: 10.1097/RLU.0b013e3182291c7a. doi: 10.1016/j.npep.2015.08.006. Epub 2015 Aug 19. doi: 10.1111/nmo.12633. Epub 2015 Jul 22. doi: 10.1097/RLU.0000000000000913. Review.

    合成参考文献


    参考文献:10.1016/j.peptides.2011.06.024
    摘要:Brown TA, Washington MC, Metcalf SA, Sayegh AI. The feeding responses evoked by cholecystokinin are mediated by vagus and splanchnic nerves. Peptides. 2011 Aug;32(8):1581–6. doi: 10.1016/j.peptides.2011.06.024.
    参考文献:10.1097/fjc.0b013e31822bf556
    摘要:Bajza Á, Németh J, Peitl B, Szilvássy Z. Block by Nitrate Tolerance of Meal-Induced Insulin Sensitization in Conscious Rabbits. Journal of Cardiovascular Pharmacology. 2011 Nov;58(5):508–13. doi: 10.1097/fjc.0b013e31822bf556.
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