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143868-20-6,甘丙肽Galanin(1-13)-SpantideI,H2N-Gly-Trp-Thr-Leu-Asn-Ser-Ala-Gly-Tyr-Leu-Leu-Gly-Pro-DArg-Pro-Lys-Pro-Gln-Gln-DTrp-Phe-DTrp-Leu-Leu-NH2,H2N-GWTLNSAGYLLGP-DArg-PKPQQ-DTrp-F-DTrp-LL-NH2,杭州專肽生物的產(chǎn)品

甘丙肽Galanin(1-13)-SpantideI

Galanin receptor antagonist which inhibits galanin-induced feeding in rats. C7 displaced binding of (¹²?I-Tyr²?)-galanin (porcine) in rat hypothalamic membranes with an IC?? value of 0.2 nM, as compared to IC?? values of 150 nM and 0.8 nM f

編號(hào)：190913

CAS號(hào)：143868-20-6

單字母：H2N-GWTLNSAGYLLGPrPKPQQwFwLL-CONH2

糾錯(cuò)
基本屬性產(chǎn)品描述文獻(xiàn)鏈接合成路線相關(guān)產(chǎn)品
  • 編號(hào):190913
    中文名稱:甘丙肽Galanin(1-13)-SpantideI
    英文名:Galanin(1-13)-SpantideI
    CAS號(hào):143868-20-6
    單字母:H2N-GWTLNSAGYLLGPrPKPQQwFwLL-CONH2
    三字母:H2N

    N端氨基

    -Gly

    甘氨酸

    -Trp

    色氨酸

    -Thr

    蘇氨酸

    -Leu

    亮氨酸

    -Asn

    天冬酰胺

    -Ser

    絲氨酸

    -Ala

    丙氨酸

    -Gly

    甘氨酸

    -Tyr

    酪氨酸

    -Leu

    亮氨酸

    -Leu

    亮氨酸

    -Gly

    甘氨酸

    -Pro

    脯氨酸

    -DArg

    D型精氨酸

    -Pro

    脯氨酸

    -Lys

    賴氨酸

    -Pro

    脯氨酸

    -Gln

    谷氨酰胺

    -Gln

    谷氨酰胺

    -DTrp

    D型色氨酸

    -Phe

    苯丙氨酸

    -DTrp

    D型色氨酸

    -Leu

    亮氨酸

    -Leu

    亮氨酸

    -CONH2

    C端酰胺化

    氨基酸個(gè)數(shù):24
    分子式:C138H199N35O30
    平均分子量:2828.27
    精確分子量:2826.51
    等電點(diǎn)(PI):-
    pH=7.0時(shí)的凈電荷數(shù):3.97
    酸性基團(tuán)個(gè)數(shù):2
    堿性基團(tuán)個(gè)數(shù):疏水
    平均親水性:-1.0611111111111
    疏水性值:-0.27
    外觀與性狀:白色粉末狀固體
    消光系數(shù):17990
    來源: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或其它
    儲(chǔ)存條件:負(fù)80℃至負(fù)20℃
    標(biāo)簽:D型氨基酸肽   

  • Galanin receptor antagonist which inhibits galanin-induced feeding in rats. C7 displaced binding of (¹²?I-Tyr²?)-galanin (porcine) in rat hypothalamic membranes with an IC?? value of 0.2 nM, as compared to IC?? values of 150 nM and 0.8 nM for galanin (1-13) and galanin (1-29) (porcine), respectively.

    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
    10.1016/0006-8993(93)91382-3Galanin receptor antagonists M40 and C7 block galanin-induced feeding下載

  • 多肽H2N-Gly-Trp-Thr-Leu-Asn-Ser-Ala-Gly-Tyr-Leu-Leu-Gly-Pro-DArg-Pro-Lys-Pro-Gln-Gln-DTrp-Phe-DTrp-Leu-Leu-NH2的合成步驟：

    1、合成MBHA樹脂：取若干克的MBHA樹脂（如初始取代度為0.5mmol/g）和1倍樹脂摩爾量的Fmoc-Linker-OH加入到反應(yīng)器中，加入DMF，攪拌使氨基酸完全溶解。再加入樹脂2倍量的DIEPA，攪拌混合均勻。再加入樹脂0.95倍量的HBTU，攪拌混合均勻。反應(yīng)3-4小時(shí)后，用DMF洗滌3次。用2倍樹脂體積的10%乙酸酐/DMF 進(jìn)行封端30分鐘。然后再用DMF洗滌3次，甲醇洗滌2次，DCM洗滌2次，再用甲醇洗滌2次。真空干燥12小時(shí)以上，得到干燥的樹脂{Fmoc-Linker-MHBA Resin}，測(cè)定取代度。這里測(cè)得取代度為 0.3mmol/g。結(jié)構(gòu)如下圖：

    2、脫Fmoc：取2.87g的上述樹脂，用DCM或DMF溶脹20分鐘。用DMF洗滌2遍。加3倍樹脂體積的20%Pip/DMF溶液，鼓氮?dú)?0分鐘，然后2倍樹脂體積的DMF 洗滌5次。得到 H2N-Linker-MBHA 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2.58mmol Fmoc-Leu-OH 氨基酸，加入到上述樹脂里，加適當(dāng)DMF溶解氨基酸，再依次加入5.17mmol DIPEA，2.45mmol HBTU。反應(yīng)30分鐘后，取小樣洗滌，茚三酮檢測(cè)為無色。用2倍樹脂體積的DMF 洗滌3次樹脂。（洗滌樹脂，去掉殘留溶劑，為下一步反應(yīng)做準(zhǔn)備）。得到Fmoc-Leu-Linker-MBHA Resin。氨基酸：DIPEA：HBTU：樹脂=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-Leu-Linker-MBHA Resin

    Fmoc-Leu-Leu-Linker-MBHA Resin

    H2N-Leu-Leu-Linker-MBHA Resin

    Fmoc-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Thr(tBu)-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Thr(tBu)-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Trp(Boc)-Thr(tBu)-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    H2N-Trp(Boc)-Thr(tBu)-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin

    Fmoc-Gly-Trp(Boc)-Thr(tBu)-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA 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，一鍵畫出。

    最后再經(jīng)過步驟二得到 H2N-Gly-Trp(Boc)-Thr(tBu)-Leu-Asn(Trt)-Ser(tBu)-Ala-Gly-Tyr(tBu)-Leu-Leu-Gly-Pro-DArg(Pbf)-Pro-Lys(Boc)-Pro-Gln(Trt)-Gln(Trt)-DTrp(Boc)-Phe-DTrp(Boc)-Leu-Leu-Linker-MBHA Resin，結(jié)構(gòu)如下：

    5、切割：6倍樹脂體積的切割液（或每1g樹脂加8ml左右的切割液），搖床搖晃 2小時(shí)，過濾掉樹脂，用冰無水乙醚沉淀濾液，并用冰無水乙醚洗滌沉淀物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-Gly-Trp-Thr-Leu-Asn-Ser-Ala-Gly-Tyr-Leu-Leu-Gly-Pro-DArg-Pro-Lys-Pro-Gln-Gln-DTrp-Phe-DTrp-Leu-Leu-NH2。結(jié)構(gòu)圖見產(chǎn)品結(jié)構(gòu)圖。

    切割液選擇：1）TFA：H2O=95%：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，甲基化修飾肽等。

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