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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

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)
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
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.
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
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