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Merck
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文件

M7402

Sigma-Aldrich

蛙皮素II

≥97% (HPLC)

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About This Item

经验公式（希尔记法）:
C114H180N30O29S
CAS号:
108433-95-0
分子量:
2466.90
MDL號碼:
MFCD00133522
分類程式碼代碼:
12352202
PubChem物質ID:
329817906
NACRES:
NA.32

品質等級

200

化驗

≥97% (HPLC)

抗生素活性譜

fungi
viruses

作用方式

cell membrane | interferes

儲存溫度

−20°C

SMILES 字串

CC[C@H](C)[C@H](NC(=O)CN)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc2c[nH]cn2)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](Cc3ccccc3)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N[C@@H](Cc4ccccc4)C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(O)=O

InChI

1S/C114H180N30O29S/c1-12-65(7)94(142-88(148)55-119)112(170)124-59-90(150)129-74(38-24-28-45-116)100(158)137-81(51-70-33-19-15-20-34-70)106(164)135-79(49-63(3)4)105(163)138-83(53-72-56-121-62-125-72)107(165)140-85(60-145)110(168)127-67(9)96(154)131-75(39-25-29-46-117)101(159)132-76(40-26-30-47-118)102(160)136-80(50-69-31-17-14-18-32-69)98(156)122-57-89(149)128-73(37-23-27-44-115)99(157)126-68(10)97(155)134-82(52-71-35-21-16-22-36-71)109(167)143-93(64(5)6)111(169)123-58-91(151)130-77(41-42-92(152)153)104(162)144-95(66(8)13-2)113(171)133-78(43-48-174-11)103(161)139-84(54-87(120)147)108(166)141-86(61-146)114(172)173/h14-22,31-36,56,62-68,73-86,93-95,145-146H,12-13,23-30,37-55,57-61,115-119H2,1-11H3,(H2,120,147)(H,121,125)(H,122,156)(H,123,169)(H,124,170)(H,126,157)(H,127,168)(H,128,149)(H,129,150)(H,130,151)(H,131,154)(H,132,159)(H,133,171)(H,134,155)(H,135,164)(H,136,160)(H,137,158)(H,138,163)(H,139,161)(H,140,165)(H,141,166)(H,142,148)(H,143,167)(H,144,162)(H,152,153)(H,172,173)/t65-,66-,67-,68-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,93-,94-,95-/m0/s1

InChI 密鑰

MGIUUAHJVPPFEV-ABXDCCGRSA-N

相关类别

Amino Acid Sequence

Gly-Ile-Gly-Lys-Phe-Leu-His-Ser-Ala-Lys-Lys-Phe-Gly-Lys-Ala-Phe-Val-Gly-Glu-Ile-Met-Asn-Ser

一般說明

化学结构：肽
蛙皮素II是抗菌肽家族的成员。它是一种阳离子肽，具有Gly-Ile-Gly-Lys-Phe-Leu-His-Ser-Ala-Lys-Lys-Phe-Gly-Lys-Ala-Phe-Val-Gly-Glu-Ile-Met-Asn-Ser氨基酸序列。蛙皮素II在其高效的两亲性抗菌浓度下可溶于水但不溶于血。

生化／生理作用

抗生素肽。蛙皮素带正电荷，属于两性化合物。人们认为可以优先结合细菌膜中丰富的阴离子磷脂，并形成动态的肽-脂质超分子孔，并使细胞透化。还已经证明了与人工中性膜的结合。
蛙皮素II在多种有机体中用作抗生素。蛙皮素II可在膀胱癌细胞中形成孔道表现出细胞毒性和抗增殖作用。在小鼠中，它可在几种癌细胞系和肿瘤中充当抗肿瘤剂。蛙皮素II有助于哺乳动物乳酸脱氢酶的释放。它通过两亲性α-螺旋与某些细胞膜直接作用并形成可渗透离子通道，进而导致去极化及不可逆细胞溶解，甚至最终细胞死亡。在低浓度下，蛙皮素II可抑制细菌和真菌的生长并促进原生动物的细胞溶解。

其他說明

从0.1％TFA水溶液中冻干

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)

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A Giacometti et al.
The Journal of antimicrobial chemotherapy, 44(5), 641-645 (1999-12-20)
The in-vitro activity of cecropin P1, indolicidin, magainin II, nisin and ranalexin alone and in combination with nine clinically used antimicrobial agents was investigated against a control strain, Pseudomonas aeruginosa ATCC 27853 and 40 clinical isolates of P. aeruginosa. Antimicrobial
Antitumor activity of the antimicrobial peptide magainin II against bladder cancer cell lines.
Lehmann J
European Urology, 50(1), 141-147 (2006)
Mikyung Han et al.
Biophysical journal, 97(1), 164-172 (2009-07-08)
Magainin, a 23-residue antibiotic peptide, interacts directly with the lipid bilayer leading to cell lysis in a strongly concentration-dependent fashion. Utilizing cryo-electron microscopy, we have directly observed magainin interacting with synthetic DMPC/DMPG membranes. Visual examination shows that visibly unperturbed vesicles
Brijesh Kumar Pandey et al.
The Biochemical journal, 436(3), 609-620 (2011-03-26)
Cytotoxicity, a major obstacle in therapeutic application of antimicrobial peptides, is controlled by leucine-zipper-like sequences in melittin and other naturally occurring antimicrobial peptides. Magainin 2 shows significantly lower cytotoxicity than many naturally occurring antimicrobial peptides and lacks this structural element.
Evan F Haney et al.
Chemistry and physics of lipids, 163(1), 82-93 (2009-10-06)
Antimicrobial peptides are naturally produced by numerous organisms including insects, plants and mammals. Their non-specific mode of action is thought to involve the transient perturbation of bacterial membranes but the molecular mechanism underlying the rearrangement of the lipid molecules to
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