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LL-37 Citrulline,H2N-Leu-Leu-Gly-Asp-Phe-Phe-Cit-Lys-Ser-Lys-Glu-Lys-Ile-Gly-Lys-Glu-Phe-Lys-Cit-Ile-Val-Gln-Cit-Ile-Lys-Asp-Phe-Leu-Cit-Asn-Trp-Pro-Cit-Thr-Glu-Ser-COOH,H2N-LLGDFF-Cit-KSKEKIGKEFK-Cit-IVQ-Cit-IKDFL-Cit-NWP-Cit-TES-OH,杭州专肽生物的产品

LL-37 Citrulline

编号:156339

CAS号:

单字母:H2N-LLGDFF-Cit-KSKEKIGKEFK-Cit-IVQ-Cit-IKDFL-Cit-NWP-Cit-TES-OH

纠错
  • 编号:156339
    中文名称:LL-37 Citrulline
    英文名:LL-37 Citrulline
    单字母:H2N-LLGDFF-Cit-KSKEKIGKEFK-Cit-IVQ-Cit-IKDFL-Cit-NWP-Cit-TES-OH
    三字母:H2N

    N端氨基

    -Leu

    亮氨酸

    -Leu

    亮氨酸

    -Gly

    甘氨酸

    -Asp

    天冬氨酸

    -Phe

    苯丙氨酸

    -Phe

    苯丙氨酸

    -Cit

    瓜氨酸

    -Lys

    赖氨酸

    -Ser

    丝氨酸

    -Lys

    赖氨酸

    -Glu

    谷氨酸

    -Lys

    赖氨酸

    -Ile

    异亮氨酸

    -Gly

    甘氨酸

    -Lys

    赖氨酸

    -Glu

    谷氨酸

    -Phe

    苯丙氨酸

    -Lys

    赖氨酸

    -Cit

    瓜氨酸

    -Ile

    异亮氨酸

    -Val

    缬氨酸

    -Gln

    谷氨酰胺

    -Cit

    瓜氨酸

    -Ile

    异亮氨酸

    -Lys

    赖氨酸

    -Asp

    天冬氨酸

    -Phe

    苯丙氨酸

    -Leu

    亮氨酸

    -Cit

    瓜氨酸

    -Asn

    天冬酰胺

    -Trp

    色氨酸

    -Pro

    脯氨酸

    -Cit

    瓜氨酸

    -Thr

    苏氨酸

    -Glu

    谷氨酸

    -Ser

    丝氨酸

    -OH

    C端羧基

    氨基酸个数:36
    分子式:C205H325N55O57
    平均分子量:4472.11
    精确分子量:4469.42
    等电点(PI):10.12
    pH=7.0时的净电荷数:1.98
    平均亲水性:0.28214285714286
    疏水性值:-0.43
    消光系数:5500
    来源:人工化学合成,仅限科学研究使用,不得用于人体。
    纯度:95%、98%
    盐体系:可选TFA、HAc、HCl或其它
    生成周期:2-3周
    储存条件:负80℃至负20℃
    标签:氨基酸衍生物肽    抗菌肽(Antimicrobial Peptides AMPs)   

  • AMPs是由相对较小的分子组成的异质基团,通常含有不到100个氨基酸。 它们最初是在20世纪60年代由Zeya和Spitznagel 在多形核白细胞溶酶体中描述的。 迄今为止,已在数据库(如数据库)中 确定和登记了2600多个AMP。  它们是由几乎所有的生物群产生的,包括细菌、真菌、植物和动物。 许多脊椎动物AMPs是由上皮表面分泌的,如 哺乳动物的气管、舌、肠粘膜或两栖动物的皮肤。 有些在中性粒细胞、单核 细胞和巨噬细胞中表达。 AMPs参与动物和植物的免疫防御系统。 构成表达或诱导它们在抵御微生物入侵者 的第一道防线中起着关键作用。

    结构/分类 AMPs可以根据其氨基酸组成和结构进行分类。 可以区分两大类AMP。

    第一类由线性分子组成,它们要么倾向于采用α螺旋结构,要么富含精氨酸、甘氨 酸、组氨酸、脯氨酸和色氨酸等某些氨 基酸。

    第二类由含半胱氨酸的肽组成, 可分为单一或多个二硫结构。 在许多情 况下,抗菌活性需要存在二硫桥。 大多数AMPs是阳离子肽,但也有阴离子肽,如真皮素,一种富含天冬氨酸 的人肽和两栖动物的最大蛋白H5皮肤。 其他非阳离子AMPs包括神经肽前体分子的片段,如原啡肽A, 芳香二肽主要从二翅目幼虫中分离出来,或从节肢动物或茴香物种的氧结合 蛋白中提取的肽。

    专肽生物可定制合成各类序列的抗菌肽,可标记FITC/FAM/TAMRA等常见荧光素。

    Definition

    Antimicrobial peptides (AMPs) are as widespread as bacterial inactivator molecules in the innate immune systems of insects, fungi, plants, and mammals. These peptides are also known as host defense peptides (HDPs) as they have other immuno-modulatory functions besides the direct antimicrobial actions and are even capable of killing cancerous cells 1,2. 

    Classification

    Three broad categories of HDPs have been identified: 1) the linear peptides with helical structures, 2) the cysteine stabilized peptides with beta-sheet, and 3) a group of linear peptides rich in proline and arginine that primarily have been identified in non-mammalian species. 

    Structural characteristics

    In mammals, cathelicidins and defensins are the two principal AMP families. Cathelicidins are peptides with a conserved proregion and a variable C-terminal antimicrobial domain. Defensins are the best-characterized AMPs, they have six invariant cysteines, forming three intramolecular cystine-disulfide bonds. 

    Mode of action

    The mode of action of AMPs elucidated to date include inhibition of cell wall formation, formation of pores in the cell membrane resulting in the disruption of membrane potential with eventual lysis of the cell. These peptides also inhibit nuclease activity of both RNase and DNase. 

    Functions

    They have a broad ability to kill microbes. AMPs form an important means of host defense in eukaryotes. Large AMPs (>100 amino acids), are often lytic, nutrient-binding proteins or specifically target microbial macromolecules. Small AMPs act by disrupting the structure of microbial cell membranes. It plays an active role in wound repair and regulation of the adaptive immune system. They have multiple roles as mediators of inflammation with impact on epithelial and inflammatory cells, influencing diverse processes such as cell proliferation, wound healing, cytokine release, chemotaxis and  immune induction 3. 

    References 

    1.     Gottlieb CT, Thomsen LE, Ingmer H, Mygind PH, Kristensen HH, Gram L(2008). Antimicrobial peptides effectively kill a broad spectrum of Listeria monocytogenes and Staphylococcus aureus strains independently of origin, sub-type, or virulence factor expression. BMC Microbiol., 8:205.

    2.     Yeaman MR and Yount NY (2003). Mechanisms of Antimicrobial Peptide Action and Resistance.  Pharmocological Reviews, 55(1).

    3.     Hanna Galkowska H and Olszewski WL (2003). Antimicrobial peptides – their role in immunity and therapeutic potential. Centr Eur J Immunol., 28 (3):138–141.

     

  • 多肽H2N-Leu-Leu-Gly-Asp-Phe-Phe-Cit-Lys-Ser-Lys-Glu-Lys-Ile-Gly-Lys-Glu-Phe-Lys-Cit-Ile-Val-Gln-Cit-Ile-Lys-Asp-Phe-Leu-Cit-Asn-Trp-Pro-Cit-Thr-Glu-Ser-COOH的合成步骤:

    1、合成CTC树脂:称取0.43g CTC Resin(如初始取代度约为0.39mmol/g)和0.2mmol Fmoc-Ser(tBu)-OH于反应器中,加入适量DCM溶解氨基酸(需要注意,此时CTC树脂体积会增大好几倍,避免DCM溶液过少),再加入0.5mmol DIPEA(Mw:129.1,d:0.740g/ml),反应2-3小时后,可不抽滤溶液,直接加入1ml的HPLC级甲醇,封端半小时。依次用DMF洗涤2次,甲醇洗涤1次,DCM洗涤一次,甲醇洗涤一次,DCM洗涤一次,DMF洗涤2次(这里使用甲醇和DCM交替洗涤,是为了更好地去除其他溶质,有利于后续反应)。得到  Fmoc-Ser(tBu)-CTC Resin。结构图如下:

    2、脱Fmoc:加3倍树脂体积的20%Pip/DMF溶液,鼓氮气30分钟,然后2倍树脂体积的DMF 洗涤5次。得到 H2N-Ser(tBu)-CTC Resin 。(此步骤脱除Fmoc基团,茚三酮检测为蓝色,Pip为哌啶)。结构图如下:

    3、缩合:取0.5mmol Fmoc-Glu(OtBu)-OH 氨基酸,加入到上述树脂里,加适当DMF溶解氨基酸,再依次加入1.01mmol DIPEA,0.48mmol HBTU。反应30分钟后,取小样洗涤,茚三酮检测为无色。用2倍树脂体积的DMF 洗涤3次树脂。(洗涤树脂,去掉残留溶剂,为下一步反应做准备)。得到Fmoc-Glu(OtBu)-Ser(tBu)-CTC Resin。氨基酸:DIPEA:HBTU:树脂=3:6:2.85:1(摩尔比)。结构图如下:

    4、依次循环步骤二、步骤三,依次得到

    H2N-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Gly-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Gly-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Leu-Gly-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    H2N-Leu-Gly-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    Fmoc-Leu-Leu-Gly-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin

    以上中间结构,均可在专肽生物多肽计算器-多肽结构计算器中,一键画出。

    最后再经过步骤二得到 H2N-Leu-Leu-Gly-Asp(OtBu)-Phe-Phe-Cit(Pbf)-Lys(Boc)-Ser(tBu)-Lys(Boc)-Glu(OtBu)-Lys(Boc)-Ile-Gly-Lys(Boc)-Glu(OtBu)-Phe-Lys(Boc)-Cit(Pbf)-Ile-Val-Gln(Trt)-Cit(Pbf)-Ile-Lys(Boc)-Asp(OtBu)-Phe-Leu-Cit(Pbf)-Asn(Trt)-Trp(Boc)-Pro-Cit(Pbf)-Thr(tBu)-Glu(OtBu)-Ser(tBu)-CTC Resin,结构如下:

    5、切割:6倍树脂体积的切割液(或每1g树脂加8ml左右的切割液),摇床摇晃 2小时,过滤掉树脂,用冰无水乙醚沉淀滤液,并用冰无水乙醚洗涤沉淀物3次,最后将沉淀物放真空干燥釜中,常温干燥24小试,得到粗品H2N-Leu-Leu-Gly-Asp-Phe-Phe-Cit-Lys-Ser-Lys-Glu-Lys-Ile-Gly-Lys-Glu-Phe-Lys-Cit-Ile-Val-Gln-Cit-Ile-Lys-Asp-Phe-Leu-Cit-Asn-Trp-Pro-Cit-Thr-Glu-Ser-COOH。结构图见产品结构图。

    切割液选择: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%

    (前两种适合没有容易氧化的氨基酸,例如Trp、Cys、Met。第三种适合几乎所有的序列。)

    6、纯化冻干:使用液相色谱纯化,收集目标峰液体,进行冻干,获得蓬松的粉末状固体多肽。不过这时要取小样复测下纯度 是否目标纯度。

    7、最后总结:

    杭州专肽生物技术有限公司(ALLPEPTIDE https://www.allpeptide.com)主营定制多肽合成业务,提供各类长肽,短肽,环肽,提供各类修饰肽,如:荧光标记修饰(CY3、CY5、CY5.5、CY7、FAM、FITC、Rhodamine B、TAMRA等),功能基团修饰肽(叠氮、炔基、DBCO、DOTA、NOTA等),同位素标记肽(N15、C13),订书肽(Stapled Peptide),脂肪酸修饰肽(Pal、Myr、Ste),磷酸化修饰肽(P-Ser、P-Thr、P-Tyr),环肽(酰胺键环肽、一对或者多对二硫键环),生物素标记肽,PEG修饰肽,甲基化修饰肽等。

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