A4665

Alamethicin from Trichoderma viride

≥98% (HPLC)

• Synonim(y): Antibiotic U-22324
• Numer CAS: 27061-78-5
• Beilstein: 5213858
• Numer MDL: MFCD00151517
• Kod UNSPSC: 12352209
• Identyfikator substancji w PubChem: 24890893
• NACRES: NA.77

Właściwości

• Poziom jakości: 300
• Próba: ≥98% (HPLC)
• Postać: powder
• spektrum działania antybiotyku: Gram-positive bacteria
• Tryb działania: cell membrane | interferes
• temp. przechowywania: 2-8°C
• ciąg SMILES: 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
• Klucz InChI: LGHSQOCGTJHDIL-SLKIUSOBSA-N

Opis

Opis ogólny

Alamethicin is an antibiotic and a cytolytic peptide capable of forming an amphipathic α-helical structure in biological membranes. It is a linear peptaibol, made up of 20 amino acid residues. It belongs to the class of Nonribosomal peptides (NRP) and is loaded with alpha-amino isobutyric acid.

Zastosowanie

Alamethicin from Trichoderma viride has been used:

• to examine the effect of glutamate transporters on the Na⁺/K⁺-ATPase dependent extracellular K⁺ transient during neuronal activity
• to investigate the formation of anion-permeable channels in planar lipid bilayers by magainin I obtained from Xenopus skin
• to study the permeability of root apical meristem and epidermis and cellulase induced resistance to Alamethicin in Arabidopsis thaliana
• to study the cytotoxic effects of the phycotoxin okadaic acid and mycotoxins on human intestinal (HT-29) and neuroblastoma (SH-SY5Y) cell lines
• to analyze the structural variations and biological activity of peptaibols obtained from the Longibrachiatum clade belonging to the genus of filamentous fungi Trichoderma

Działania biochem./fizjol.

Alamethicin is responsible for eliciting resistance in plants and is harmful to them by causing lesions and rapid death associated with ribosomal ribonucleic acid (rRNA) cleavage. It can cause permeability of the apical meristem and epidermis in A. thaliana roots. Alamethicin leads to the coiling of tendrils in Bryonia dioica induced by jasmonates.

Jakość

A mixture of alamethicin homologs

Sekwencja

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)-phenylalaninol

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Informacja o środkach bezpieczeństwa

• Piktogramy: GHS06
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H301
• Zwroty wskazujące środki ostrożności: P264 - P270 - P301 + P310 - P405 - P501
• Klasyfikacja zagrożeń: Acute Tox. 3 Oral
• Kod klasy składowania: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Klasa zagrożenia wodnego (WGK): WGK 3
• Temperatura zapłonu (°F): Not applicable
• Temperatura zapłonu (°C): Not applicable
• Środki ochrony indywidualnej: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges