Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > ALAMETHICINRESEARCH GRADE

ALAMETHICINRESEARCH GRADE

ALAMETHICINRESEARCH GRADE structure

ALAMETHICINRESEARCH GRADE 

structure
  • CAS No:

    27061-78-5

  • Formula:

    C92H150N22O25

  • Chemical Name:

    ALAMETHICINRESEARCH GRADE

  • Synonyms:

    Peptaibol coMplex. Additional synonyMs for the Major coMponent, alaMethicin I: AlaMethicin F30, AlaMethicin-gaMMa, U 22324;Alamethicin, Ready Made Solution from Trichoderma viride;Alamethicin (U-22324);ALAMETHICINRESEARCH GRADE;alamethicin from trichoderma viride;Almethicin, Antibiotic U-22324, 6-(2-methylalanine)-8-L-leucine-9-de-L-valine-12-(2-methylalanine)-13a-endo-(2-methylalanine)-18-L-glutamine-19-(N(1)-(1-(hydroxymethyl)-3-methylbutyl)-L-glutamamide)-];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;(3S,12R)-1-((S)-1-((6S,12S,15S,21S,30S)-1-((R)-1-(2-AcetaMido-2-Methylpropanoyl)pyrrolidin-2-yl)-15-(3-aMino-3-oxopropyl)-30-isobutyl-21-isopropyl-3,3,6,9,9,2,18,18,24,24,33,33-dodecaMethyl-1,4,7,10,13,16,19,22,25,28,31-undecaoxo-2,5,8,11,1

Description

Alamethicin, isolated from Trichoderma viride, is a channel-forming peptide antibiotic and induces voltage-gated conductance in model and cell membranes[1][2].


A cyclic nonadecapeptide antibiotic that can act as an ionophore and is produced by strains of Trichoderma viride. (From Singleton and Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)


Alamethicin is an antibiotic peptide belonging to a class of membrane active peptides of fungal origin called peptaibols. It contains an unusual amphiphilic amino acid, 2-aminoisobutyric acid, which strongly induces helical peptide structures and forms voltage-gated ion channels in the lipid bilayers of cell membranes. Alamethicin is often used to study ion channel assembly, voltage gating, and peptide-membrane interactions. Alamethicin is also widely used as agent to induce various physiological and defense responses in eukaryotic cells including plants.


solid


Alamethicin belongs to the peptaibol family of antimicrobial peptides. It is mainly composed of hydrophobic amino acids. It possess a helical structure with a movable hinge region at Gly-11 position.

ALAMETHICINRESEARCH GRADE Basic Attributes

1964.3078

1963.11000

5213858

608-040-6

Off-white

29419090

Characteristics

708.13000

3.96740

255-270ºC

87℃

2-8°C

-20°C

Safety Information

UN 3462 6.1/PG 3

3

T

45

T

Stable.

P301 + P310

25

UN 3462 6.1/PG 3

|Danger|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 41 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Chemical agents that increase the permeability of biological or artificial lipid membranes to specific ions. Most ionophores are relatively small organic molecules that act as mobile carriers within membranes or coalesce to form ion permeable channels across membranes. Many are antibiotics, and many act as uncoupling agents by short-circuiting the proton gradient across mitochondrial membranes. (See all compounds classified as Ionophores.)|Chemical agents that uncouple oxidation from phosphorylation in the metabolic cycle so that ATP synthesis does not occur. Included here are those IONOPHORES that disrupt electron transfer by short-circuiting the proton gradient across mitochondrial membranes. (See all compounds classified as Uncoupling Agents.)

Alamethicin

ALAMETHICINRESEARCH GRADE Use and Manufacturing

Alamethicin is a monovalent cation ionophore which can mimic nerve action potential across artificial membranes. Alamethicin has also been used for studying membrane interactions of antimicrobial peptides.


Alamethicin is an acidic linear peptaibol complex with potent antibiotic activity, containing 20 “amino acids”, with acetyl and phenylalaninol termini, produced by Trichoderma sp.. Alamethicin F30 acts an ionopohore, transporting ions through membranes and artificial lipid membranes and forming voltage-dependent ion channels in lipid bilayer membranes. Alamethicin is co-produced with a parallel, neutral, linear peptaibol complex (alamethicin F50). The relative composition of alamethicin is a variable mixture of the acidic and neutral complexes, but reports on alamethacin do not generally specify the ratio of F50 to F30, and comparative data between the complexes is scant.


Alamethicin, Ready Made Solution fromTrichoderma viridehas been used :In the uridine 5′-diphospho-glucuronosyltransferase activity assay.To determine the Na, K-ATPase activity in permeabilized bovine nonpigmented epithelium cells.In methylcrotonyl-CoA carboxylase activity assay.

Computed Properties

Molecular Weight:1964.3
XLogP3:-1.8
Hydrogen Bond Donor Count:22
Hydrogen Bond Acceptor Count:25
Rotatable Bond Count:53
Exact Mass:1963.11424836
Monoisotopic Mass:1963.11424836
Topological Polar Surface Area:708
Heavy Atom Count:139
Complexity:4520
Defined Atom Stereocenter Count:11
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.