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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:
27061-78-5
Beilstein:
5213858
MDL號碼:
MFCD00151517
分類程式碼代碼:
12352209
PubChem物質ID:
24890893
NACRES:
NA.77

品質等級

300

化驗

≥98% (HPLC)

形狀

powder

抗生素活性譜

Gram-positive bacteria

作用方式

cell membrane | interferes

儲存溫度

2-8°C

SMILES 字串

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 密鑰

LGHSQOCGTJHDIL-SLKIUSOBSA-N

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一般說明

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。

應用

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。

品質

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

象形圖

Skull and crossbones
GHS06

訊號詞

Danger

危險聲明

H301

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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

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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
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
Tamás Marik et al.
Frontiers in microbiology, 10, 1434-1434 (2019-07-12)
This study examined the structural diversity and bioactivity of peptaibol compounds produced by species from the phylogenetically separated Longibrachiatum Clade of the filamentous fungal genus Trichoderma, which contains several biotechnologically, agriculturally and clinically important species. HPLC-ESI-MS investigations of crude extracts
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
Daisuke Noshiro et al.
Bioconjugate chemistry, 24(2), 188-195 (2013-01-01)
Using native chemical ligation, we constructed a Ca(2+)-gated fusion channel protein consisting of alamethicin and the C-terminal domain of calmodulin. At pH 5.4 and in the absence of Ca(2+), this fusion protein yielded a burst-like channel current with no discrete
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