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159432-28-7,七肽DRVYIH-DAla,H2N-Asp-Arg-Val-Tyr-Ile-His-DAla-COOH,H2N-DRVYIH-DAla-OH,杭州專肽生物的產(chǎn)品

七肽DRVYIH-DAla

A779 是一種有效的選擇性血管緊張素 (1-7) 拮抗劑。

編號(hào)：169528

CAS號(hào)：159432-28-7

單字母：H2N-DRVYIHa-OH

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  • 編號(hào):169528
    中文名稱:七肽DRVYIH-DAla
    英文名:A-779
    CAS號(hào):159432-28-7
    單字母:H2N-DRVYIHa-OH
    三字母:H2N

    N端氨基

    -Asp

    天冬氨酸

    -Arg

    精氨酸

    -Val

    纈氨酸

    -Tyr

    酪氨酸

    -Ile

    異亮氨酸

    -His

    組氨酸

    -DAla

    D型丙氨酸

    -OH

    C端羧基

    氨基酸個(gè)數(shù):7
    分子式:C39H60N12O11
    平均分子量:872.97
    精確分子量:872.45
    等電點(diǎn)(PI):11.31
    pH=7.0時(shí)的凈電荷數(shù):2.21
    酸性基團(tuán)個(gè)數(shù):pH=7.0時(shí)的凈電荷數(shù)：0.10
    堿性基團(tuán)個(gè)數(shù):平均親水性：親水
    平均親水性:-0.24285714285714
    疏水性值:-0.23
    外觀與性狀:白色粉末狀固體
    消光系數(shù):1490
    來(lái)源:人工化學(xué)合成，僅限科學(xué)研究使用，不得用于人體。
    純度:95%、98%
    鹽體系:可選TFA、HAc、HCl
    儲(chǔ)存條件:負(fù)80℃至負(fù)20℃
    標(biāo)簽:D型氨基酸肽   

  • A779 是一種有效的選擇性血管緊張素 (1-7) 拮抗劑。

    A779 is a potent and selective angiotensin (1-7) antagonist.

    很多蛋白在細(xì)胞中非常容易被降解，或被標(biāo)記，進(jìn)而被選擇性地破壞。但含有部分D型氨基酸的多肽則顯示了很強(qiáng)的抵抗蛋白酶降解能力。

  • DOI名稱
    10.1038/sj.bjp.0705669The role of bradykinin, AT2 and angiotensin 1-7 receptors in the EDRF-dependent vasodilator effect of angiotensin II on the isolated mesenteric vascular bed of the rat下載
    10.1097/00005344-200405000-00011Angiotensin-(1-7) antagonist A-779 attenuates the potentiation of bradykinin by captopril in rats下載
    10.1093/carcin/bgh236Inhibition of human lung cancer cell growth by angiotensin-(1-7)下載
    10.1161/01.HYP.0000141438.64887.42Nonpeptide AVE 0991 is an angiotensin-(1-7) receptor Mas agonist in the mouse kidney下載
    10.1161/01.HYP.0000174594.17052.33Short-term angiotensin(1-7) receptor MAS stimulation improves endothelial function in normotensive rats下載
    10.1097/01.fjc.0000175237.41573.63The endothelium-dependent vasodilator effect of the nonpeptide Ang(1-7) mimic AVE 0991 is abolished in the aorta of mas-knockout mice下載
    10.1152/ajpheart.00937.2006Prevention of angiotensin II-induced cardiac remodeling by angiotensin-(1-7)下載
    10.1016/j.ejphar.2007.01.037Effects of angiotensin 1-7 on the actions of angiotensin II in the renal and mesenteric vasculature of hypertensive and streptozotocin-induced diabetic rats下載
    10.1152/ajpheart.00141.2007Immunofluorescence localization of the receptor Mas in cardiovascular-related areas of the rat brain下載
    10.1161/HYPERTENSIONAHA.106.084848Angiotensin-(1-7) counterregulates angiotensin II signaling in human endothelial cells下載
    10.1097/HJH.0b013e3282f0143cEndothelial dysfunction through genetic deletion or inhibition of the G protein-coupled receptor Mas: a new target to improve endothelial function下載
    10.1152/ajpregu.00572.2007Angiotensin-(1-7) serves as an aquaretic by increasing water intake and diuresis in association with downregulation of aquaporin-1 during pregnancy in rats下載
    10.1113/expphysiol.2007.041830Interplay of angiotensin II and angiotensin(1-7) in the regulation of matrix metalloproteinases of human cardiocytes下載
    10.1152/ajprenal.90437.2008Angiotensin-(1-7) activates growth-stimulatory pathways in human mesangial cells下載
    10.1093/ndt/gfn736Angiotensin-(1-7) activates a tyrosine phosphatase and inhibits glucose-induced signalling in proximal tubular cells下載
    10.1164/rccm.200811-1678OCEvidence for angiotensin-converting enzyme 2 as a therapeutic target for the prevention of pulmonary hypertension下載
    10.1371/journal.pone.0005406Angiotensin-(1-7) and the g protein-coupled receptor MAS are key players in renal inflammation下載
    10.1016/j.peptides.2009.06.028Angiotensin-(1-7) antagonist, A-779, microinjection into the caudal ventrolateral medulla of renovascular hypertensive rats restores baroreflex bradycardia下載
    10.1161/HYPERTENSIONAHA.109.138420Targeting the degradation of angiotensin II with recombinant angiotensin-converting enzyme 2: prevention of angiotensin II-dependent hypertension下載
    10.1038/hr.2010.147The counterregulating role of ACE2 and ACE2-mediated angiotensin 1-7 signaling against angiotensin II stimulation in vascular cells下載
    10.1161/HYPERTENSIONAHA.110.153668Angiotensin (1-7) receptor antagonism equalizes angiotensin II-induced hypertension in male and female spontaneously hypertensive rats下載
    10.1016/j.regpep.2010.09.005Telmisartan attenuates aortic hypertrophy in hypertensive rats by the modulation of ACE2 and profilin-1 expression下載
    10.1016/j.lfs.2010.11.001Casein-derived tripeptide Ile-Pro-Pro improves angiotensin-(1-7)- and bradykinin-induced rat mesenteric artery relaxation下載
    10.1113/jphysiol.2010.203075Angiotensin1-9 antagonises pro-hypertrophic signalling in cardiomyocytes via the angiotensin type 2 receptor下載
    10.1111/j.1476-5381.2011.01295.xChronic treatment with angiotensin-(1-7) improves renal endothelial dysfunction in apolipoproteinE-deficient mice下載
    10.1113/expphysiol.2011.058453Angiotensin-(1-7) induces ovulation and steroidogenesis in perfused rabbit ovaries下載
    10.1152/ajpheart.00202.2011Acute and chronic angiotensin-(1-7) restores vasodilation and reduces oxidative stress in mesenteric arteries of salt-fed rats下載
    10.1155/2012/958298AVE0991, a Nonpeptide Compound, Attenuates Angiotensin II-Induced Vascular Smooth Muscle Cell Proliferation via Induction of Heme Oxygenase-1 and Downregulation of p-38 MAPK Phosphorylation下載
    10.1371/journal.pone.0039739Angiotensin II-induced mitochondrial Nox4 is a major endogenous source of oxidative stress in kidney tubular cells下載
    10.1113/expphysiol.2012.068551AVE 0991, a non-peptide Mas-receptor agonist, facilitates penile erection下載
    10.1177/1470320312465217Antenatal betamethasone exposure alters renal responses to angiotensin-(1-7) in uninephrectomized adult male sheep下載
    10.1093/ajh/hps090Predominance of AT(1) blockade over mas-mediated angiotensin-(1-7) mechanisms in the regulation of blood pressure and renin-angiotensin system in mRen2.Lewis rats下載
    10.1113/jphysiol.2013.251413Complete blockade of the vasorelaxant effects of angiotensin-(1-7) and bradykinin in murine microvessels by antagonists of the receptor Mas下載
    10.1093/cvr/cvt065Angiotensin (1-7) counteracts the negative effect of angiotensin II on insulin signalling in HUVECs下載
    10.1113/expphysiol.2013.075242Centrally administered angiotensin-(1-7) increases the survival of stroke-prone spontaneously hypertensive rats下載
    10.1016/j.peptides.2013.10.022Angiotensin 1-7 improves insulin sensitivity by increasing skeletal muscle glucose uptake in vivo下載
    10.1371/journal.pone.0085891Olmesartan potentiates the anti-angiogenic effect of sorafenib in mice bearing Ehrlich's ascites carcinoma: role of angiotensin (1-7)下載
    10.1016/j.cellsig.2014.09.010Angiotensin-(1-7) abolishes AGE-induced cellular hypertrophy and myofibroblast transformation via inhibition of ERK1/2下載
    10.1089/ars.2014.6070Upregulation of Angiotensin (1-7)-Mediated Signaling Preserves Endothelial Function Through Reducing Oxidative Stress in Diabetes下載
    10.1111/bph.13225Angiotensin-(1-7) administration benefits cardiac, renal and progenitor cell function in db/db mice下載
    10.1371/journal.pone.0142664Angiotensin-(1-7) Attenuates Kidney Injury Due to Obstructive Nephropathy in Rats下載
    10.1158/1535-7163.MCT-14-0981Angiotensin-(1-7) Decreases Cell Growth and Angiogenesis of Human Nasopharyngeal Carcinoma Xenografts下載
    10.1038/srep34621Angiotensin-(1-7) abrogates angiotensin II-induced proliferation, migration and inflammation in VSMCs through inactivation of ROS-mediated PI3K/Akt and MAPK/ERK signaling pathways下載
    10.1155/2016/1361508First Report of Eurycoma longifolia Jack Root Extract Causing Relaxation of Aortic Rings in Rats下載
    10.1111/bph.13685Anti-atherosclerotic effect of the angiotensin 1-7 mimetic AVE0991 is mediated by inhibition of perivascular and plaque inflammation in early atherosclerosis下載
    10.1016/0361-9230(94)90104-xCharacterization of a new angiotensin antagonist selective for angiotensin-(1-7): evidence that the actions of angiotensin-(1-7) are mediated by specific angiotensin receptors下載
    10.1002/glia.10117Multiple angiotensin receptor subtypes in normal and tumor astrocytes in vitro下載
    10.1111/j.1460-9568.2005.04188.xIn vivo characterization of the angiotensin-(1-7)-induced dopamine and gamma-aminobutyric acid release in the striatum of the rat下載
    10.1038/sj.ki.5001509Angiotensin-(1-7) inhibits angiotensin II-stimulated phosphorylation of MAP kinases in proximal tubular cells下載
    10.1164/rccm.200912-1840OCThe angiotensin-converting enzyme 2/angiogenesis-(1-7)/Mas axis confers cardiopulmonary protection against lung fibrosis and pulmonary hypertension下載
    10.1007/s00592-011-0348-zAngiotensin-(1-7) suppresses oxidative stress and improves glucose uptake via Mas receptor in adipocytes下載
    10.3892/ijmm.2014.1870Angiotensin-(1-7) attenuates damage to podocytes induced by preeclamptic serum through MAPK pathways下載
    10.1016/j.peptides.2016.09.001Bradykinin -induced vasodilatation: Role of age, ACE1-inhibitory peptide, mas- and bradykinin receptors下載

  • 多肽H2N-Asp-Arg-Val-Tyr-Ile-His-DAla-COOH的合成步驟：

    1、合成CTC樹(shù)脂：稱取1.32g CTC Resin（如初始取代度約為0.87mmol/g）和1.38mmol Fmoc-DAla-OH于反應(yīng)器中，加入適量DCM溶解氨基酸（需要注意，此時(shí)CTC樹(shù)脂體積會(huì)增大好幾倍，避免DCM溶液過(guò)少），再加入3.45mmol DIPEA（Mw：129.1,d：0.740g/ml），反應(yīng)2-3小時(shí)后，可不抽濾溶液，直接加入1ml的HPLC級(jí)甲醇，封端半小時(shí)。依次用DMF洗滌2次，甲醇洗滌1次，DCM洗滌一次，甲醇洗滌一次，DCM洗滌一次，DMF洗滌2次（這里使用甲醇和DCM交替洗滌，是為了更好地去除其他溶質(zhì)，有利于后續(xù)反應(yīng)）。得到  Fmoc-DAla-CTC Resin。結(jié)構(gòu)圖如下：

    2、脫Fmoc：加3倍樹(shù)脂體積的20%Pip/DMF溶液，鼓氮?dú)?0分鐘，然后2倍樹(shù)脂體積的DMF 洗滌5次。得到 H2N-DAla-CTC Resin 。（此步驟脫除Fmoc基團(tuán)，茚三酮檢測(cè)為藍(lán)色，Pip為哌啶）。結(jié)構(gòu)圖如下：

    3、縮合：取3.45mmol Fmoc-His(Trt)-OH 氨基酸，加入到上述樹(shù)脂里，加適當(dāng)DMF溶解氨基酸，再依次加入6.89mmol DIPEA，3.27mmol HBTU。反應(yīng)30分鐘后，取小樣洗滌，茚三酮檢測(cè)為無(wú)色。用2倍樹(shù)脂體積的DMF 洗滌3次樹(shù)脂。（洗滌樹(shù)脂，去掉殘留溶劑，為下一步反應(yīng)做準(zhǔn)備）。得到Fmoc-His(Trt)-DAla-CTC Resin。氨基酸：DIPEA：HBTU：樹(shù)脂=3：6：2.85：1（摩爾比）。結(jié)構(gòu)圖如下：

    4、依次循環(huán)步驟二、步驟三，依次得到

    H2N-His(Trt)-DAla-CTC Resin

    Fmoc-Ile-His(Trt)-DAla-CTC Resin

    H2N-Ile-His(Trt)-DAla-CTC Resin

    Fmoc-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    H2N-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    Fmoc-Val-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    H2N-Val-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    Fmoc-Arg(Pbf)-Val-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    H2N-Arg(Pbf)-Val-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    Fmoc-Asp(OtBu)-Arg(Pbf)-Val-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin

    以上中間結(jié)構(gòu)，均可在專肽生物多肽計(jì)算器-多肽結(jié)構(gòu)計(jì)算器中，一鍵畫(huà)出。

    最后再經(jīng)過(guò)步驟二得到 H2N-Asp(OtBu)-Arg(Pbf)-Val-Tyr(tBu)-Ile-His(Trt)-DAla-CTC Resin，結(jié)構(gòu)如下：

    5、切割：6倍樹(shù)脂體積的切割液（或每1g樹(shù)脂加8ml左右的切割液），搖床搖晃 2小時(shí)，過(guò)濾掉樹(shù)脂，用冰無(wú)水乙醚沉淀濾液，并用冰無(wú)水乙醚洗滌沉淀物3次，最后將沉淀物放真空干燥釜中，常溫干燥24小試，得到粗品H2N-Asp-Arg-Val-Tyr-Ile-His-DAla-COOH。結(jié)構(gòu)圖見(jiàn)產(chǎn)品結(jié)構(gòu)圖。

    切割液選擇：1）TFA：H2O=95%：5%、TFA：H2O=97.5%：2.5%

    2）TFA：H2O：TIS=95%：2.5%：2.5%

    3）三氟乙酸：茴香硫醚：1，2-乙二硫醇：苯酚：水=87.5%：5%：2.5%：2.5%：2.5%

    （前兩種適合沒(méi)有容易氧化的氨基酸，例如Trp、Cys、Met。第三種適合幾乎所有的序列。）

    6、純化凍干：使用液相色譜純化，收集目標(biāo)峰液體，進(jìn)行凍干，獲得蓬松的粉末狀固體多肽。不過(guò)這時(shí)要取小樣復(fù)測(cè)下純度 是否目標(biāo)純度。

    7、最后總結(jié)：

    杭州專肽生物技術(shù)有限公司（ALLPEPTIDE http://amynixphotography.com）主營(yíng)定制多肽合成業(yè)務(wù)，提供各類長(zhǎng)肽，短肽，環(huán)肽，提供各類修飾肽，如：熒光標(biāo)記修飾（CY3、CY5、CY5.5、CY7、FAM、FITC、Rhodamine B、TAMRA等），功能基團(tuán)修飾肽（疊氮、炔基、DBCO、DOTA、NOTA等），同位素標(biāo)記肽（N15、C13），訂書(shū)肽（Stapled Peptide）,脂肪酸修飾肽（Pal、Myr、Ste），磷酸化修飾肽（P-Ser、P-Thr、P-Tyr），環(huán)肽（酰胺鍵環(huán)肽、一對(duì)或者多對(duì)二硫鍵環(huán)），生物素標(biāo)記肽，PEG修飾肽，甲基化修飾肽

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