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Merck
CN

A4665

Sigma-Aldrich

丙甲菌素 来源于绿色木霉

≥98% (HPLC)

别名:

抗生素U-22324

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About This Item

CAS号:
Beilstein:
5213858
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥98% (HPLC)

形式

powder

抗生素抗菌谱

Gram-positive bacteria

作用机制

cell membrane | interferes

储存温度

2-8°C

SMILES字符串

CC(C)C[C@H](NC(=O)CNC(=O)C(C)(C)NC(=O)[C@@H](NC(=O)C(C)(C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@@H]1CCCN1C(=O)C(C)(C)NC(C)=O)C(C)C)C(=O)NC(C)(C)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CO)Cc3ccccc3

InChI

1S/C92H150N22O25/c1-47(2)43-58(72(127)108-92(24,25)84(139)113-41-29-33-59(113)73(128)103-65(48(3)4)75(130)111-90(20,21)82(137)112-89(18,19)80(135)102-56(37-40-64(120)121)70(125)101-55(35-38-61(93)117)69(124)98-54(46-115)44-53-31-27-26-28-32-53)99-63(119)45-95-77(132)85(10,11)110-76(131)66(49(5)6)104-81(136)88(16,17)107-71(126)57(36-39-62(94)118)100-67(122)50(7)96-78(133)86(12,13)106-68(123)51(8)97-79(134)87(14,15)109-74(129)60-34-30-42-114(60)83(138)91(22,23)105-52(9)116/h26-28,31-32,47-51,54-60,65-66,115H,29-30,33-46H2,1-25H3,(H2,93,117)(H2,94,118)(H,95,132)(H,96,133)(H,97,134)(H,98,124)(H,99,119)(H,100,122)(H,101,125)(H,102,135)(H,103,128)(H,104,136)(H,105,116)(H,106,123)(H,107,126)(H,108,127)(H,109,129)(H,110,131)(H,111,130)(H,112,137)(H,120,121)/t50-,51-,54+,55-,56-,57-,58-,59-,60-,65-,66-/m0/s1

InChI key

LGHSQOCGTJHDIL-SLKIUSOBSA-N

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相关类别

一般描述

丙甲菌素是一种抗生素和细胞裂解肽,可在生物膜中形成两亲性α-螺旋结构。它是由20个氨基酸残基组成的线性肽醇。属于非核糖体肽(NRP),含有α-氨基丁酸。

应用

绿色木霉丙甲菌素已用于:
  • 研究神经元电活动时,谷氨酸转运体对Na+/K+-ATP酶依赖性胞外K+瞬时浓度的影响
  • 研究在爪蟾皮肤抗菌肽作用下,平面脂双层阴离子通道的形成
  • 研究拟南芥根顶端分生和表皮组织对丙甲菌素的通透性和纤维素酶诱导抗性
  • 研究藻毒素大田软海绵酸和霉菌毒素对人肠(HT-29)和神经母细胞瘤的细胞毒性作用
  • 分析丝状真菌木霉属长枝进化支(Longibrachiatum clade)来源肽醇的结构变异和生物活性

生化/生理作用

丙甲菌素可以激发植物抗性,造成核糖体核糖核酸(rRNA)断裂相关的损伤和快速死亡,因而对植物有害。丙甲菌素可增加拟南芥根顶端分生和表皮组织的细胞通透性。丙甲菌素有助于茉莉酸诱导的异株泻根(Bryonia dioica)卷须卷曲。

质量

丙甲菌素同系物的混合物

序列

Ac-2-MeAla-L-Pro-2-MeAla-L-Ala-2-MeAla-L-Ala-L-Glu(NH2)-2-MeAla-L-Val-2-MeAla-Gly-L-Leu-2-MeAla-L-Pro-L-Val-2-MeAla-2-MeAla-L-Glu-L-Glu(NH2)-苯丙氨醇

象形图

Skull and crossbones

警示用语:

Danger

危险声明

危险分类

Acute Tox. 3 Oral

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

监管及禁止进口产品

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D P Tieleman et al.
Biophysical journal, 76(6), 3186-3191 (1999-06-04)
Alamethicin is an amphipathic alpha-helical peptide that forms ion channels. An early event in channel formation is believed to be the binding of alamethicin to the surface of a lipid bilayer. Molecular dynamics simulations are used to compare the structural
Burkhard Bechinger et al.
Chemistry and physics of lipids, 165(3), 282-301 (2012-03-01)
Solid-state NMR spectroscopic techniques provide valuable information about the structure, dynamics and topology of membrane-inserted polypeptides. In particular antimicrobial peptides (or 'host defence peptides') have early on been investigated by solid-state NMR spectroscopy and many technical innovations in this domain
Alexey G Kruglov et al.
Chemical research in toxicology, 22(3), 565-573 (2009-02-06)
A novel mycotoxin named acrebol, consisting of two closely similar peptaibols (1726 and 1740 Da), was isolated from an indoor strain of the mitosporic ascomycete fungus Acremonium exuviarum. This paper describes the unique mitochondrial toxicity of acrebol, not earlier described
Bradley R Dotson et al.
BMC plant biology, 18(1), 165-165 (2018-08-12)
Trichoderma fungi live in the soil rhizosphere and are beneficial for plant growth and pathogen resistance. Several species and strains are currently used worldwide in co-cultivation with crops as a biocontrol alternative to chemical pesticides even though little is known
Piotr Pieta et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(52), 21223-21227 (2012-12-14)
We present direct visualization of pores formed by alamethicin (Alm) in a matrix of phospholipids using electrochemical scanning tunneling microscopy (EC-STM). High-resolution EC-STM images show individual peptide molecules forming channels. The channels are not dispersed randomly in the monolayer but

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