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ALAMETHICINRESEARCH GRADE

Product Name
ALAMETHICINRESEARCH GRADE
CAS No.
27061-78-5
Chemical Name
ALAMETHICINRESEARCH GRADE
Synonyms
Alamethicin (U-22324);ALAMETHICINRESEARCH GRADE;Alamethicin, Ready Made Solution;alamethicin from trichoderma viride;Alamethicin, Ready Made Solution from Trichoderma viride;Peptaibol coMplex. Additional synonyMs for the Major coMponent, alaMethicin I: AlaMethicin F30, AlaMethicin-gaMMa, U 22324;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;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)-];N-Acetyl-2-methylalanyl-L-prolyl-2-methylalanyl-L-alanyl-2-methylalanyl-L-alanyl-L-glutaminyl-2-methylalanyl-L-valyl-2-methylalanylglycyl-L-leucyl-2-methylalanyl-L-prolyl-L-valyl-2-methylalanyl-2-methylalanyl-L-α-glutamyl-N1;(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
CBNumber
CB4500700
Molecular Formula
C92H150N22O25
Formula Weight
1964.3078
MOL File
27061-78-5.mol
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ALAMETHICINRESEARCH GRADE Property

Flash point:
87℃
storage temp. 
-20°C
solubility 
Soluble in DMSO (up to 25 mg/ml) or in Methanol (up to 10 mg/ml).
form 
DMSO solution
color 
Off-white
BRN 
5213858
Stability:
Stable.
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
RIDADR 
UN 3462 6.1/PG 3
WGK Germany 
3
10-21
HS Code 
29419090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A4665
Product name
Alamethicin from Trichoderma viride
Purity
≥98% (HPLC)
Packaging
5mg
Price
$299
Updated
2024/03/01
Sigma-Aldrich
Product number
A4665
Product name
Alamethicin from Trichoderma viride
Purity
≥98% (HPLC)
Packaging
10mg
Price
$510
Updated
2024/03/01
Sigma-Aldrich
Product number
A5361
Product name
Alamethicin, Ready Made Solution from Trichoderma viride
Purity
5?mg/mL in DMSO, sterile; 0.2 μm filtered
Packaging
500μl
Price
$286
Updated
2024/03/01
Cayman Chemical
Product number
11425
Product name
Alamethicin
Purity
≥90%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
11425
Product name
Alamethicin
Purity
≥90%
Packaging
5mg
Price
$117
Updated
2024/03/01
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ALAMETHICINRESEARCH GRADE Chemical Properties,Usage,Production

Description

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.

Chemical Properties

solid

Uses

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.

Uses

Alamethicin, Ready Made Solution from Trichoderma viride has 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.

Uses

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.

General Description

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.

Biochem/physiol Actions

Alamethicin is a 20-amino acid channel-forming peptide antibiotic isolated from the fungus Trichoderma viride. Alamethicin consists of several isoforms, for which structural information has been published. Alamethicin forms voltage-dependent channels across lipid bilayer membranes. The Alamethicin channel is built by a bundle of helical monomers forming a water filled transmembrane pore. The conductivity level of the channel is determined by the number of associated helical monomers (3-12), which generates a non aligned supermolecular structure with an aqueous core through which ions can cross lipid membranes. Alamethicin catalyzes the exchange of protons for monovalent cations with little difference in affinities and has the ability to transport cations through biological and artificial lipid membranes. Alamethicin can be used for the permeabilization of mitochondria without affecting the outer or inner membranes.

in vitro

alamethicin was identified as an antibiotic peptide belonging to membrane active peptides of fungal origin with an unusual amphiphilic amino acid, 2-aminoisobutyric acid, which can induce helical peptide structures strongly, leading to the formation of voltage-gated ion channels in the cell membrane bilayers. alamethicin is also widely used as agent to induce various defense responses and physiological in eukaryotic cells [1]. in addition, alamethicin was quite often used to evaluate voltage gating, ion channel assembly, as well as peptide-membrane interactions [2, 3].

Purification Methods

Recrystallise alamethicin from MeOH. [Panday et al. J Am Chem Soc 99 8469 1977.] The acetate has m 195-180o from MeOH/Et2O, and the acetate-methyl ester [64936-53-4] has m 145-140o from aqueous MeOH.

References

1) Woolley?et al. (2007),?Channel-forming activity of alamethicin: effects of covalent tethering; Biodivers.,?4?1323 2) Quist?et al. (1989),?Regulation of polyphosphoinositide synthesis in cardiac membranes; Arch. Biochem. Biophys.,?271?21 3) Nakagawa?et al. (1986),?Adenylate cyclase in sarcoplasmic reticulum of skeletal muscle: distribution orientation and regulation;?J. Cyclic Nuc. Prot. Phosphor. Res.,?11?237 4) Korge?et al. (2016),?Reactive oxygen species production in cardiac mitochondria after complex I inhibition: Modulation by substrate-dependent regulation of the NADH/NAD(+) ratio; Free Radic. Biol. Med.,?96?22

ALAMETHICINRESEARCH GRADE Preparation Products And Raw materials

Raw materials

Preparation Products

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ALAMETHICINRESEARCH GRADE Suppliers

Nanjing Shizhou Biology Technology Co.,Ltd
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025-85560043 13675144456
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J & K SCIENTIFIC LTD.
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Adamas Reagent, Ltd.
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400-6009262 16621234537
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021-64823266
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Chemsky(shanghai)International Co.,Ltd.
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021-50135380
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Dalian Meilun Biotech Co., Ltd.
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0411-62910999 13889544652
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sales@meilune.com
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Shanghai Aladdin Bio-Chem Technology Co.,LTD
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Sichuan Wei Keqi Biological Technology Co., Ltd.
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Wuxi Zhongkun Biochemical Technology Co., Ltd.
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0510-85629785 18013409632
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Shanghai Macklin Biochemical Co.,Ltd.
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View Lastest Price from ALAMETHICINRESEARCH GRADE manufacturers

Wuhan Xinhao Biotechnology Co., Ltd
Product
Alamethicin 27061-78-5
Price
US $10.00-100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Metric Ton/Month
Release date
2024-01-18
Career Henan Chemical Co
Product
ALAMETHICINRESEARCH GRADE 27061-78-5
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

27061-78-5, ALAMETHICINRESEARCH GRADERelated Search:


  • 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
  • N-Acetyl-2-methylalanyl-L-prolyl-2-methylalanyl-L-alanyl-2-methylalanyl-L-alanyl-L-glutaminyl-2-methylalanyl-L-valyl-2-methylalanylglycyl-L-leucyl-2-methylalanyl-L-prolyl-L-valyl-2-methylalanyl-2-methylalanyl-L-α-glutamyl-N1
  • Alamethicin, Ready Made Solution
  • 27061-78-5
  • C92H150N22O25
  • antibiotic
  • Ion transporter and other ion channel