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AB141893

Alamethicin, Peptide antibiotic

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MW 1964.3 Da, Purity >98%. Peptide antibiotic from the fungus Trichoderma viride. Forms voltage-dependent ion channels in the lipid bilayer of cell membranes. Inhibits non-specific ion efflux through the membrane.

View Alternative Names

ACM3_HUMAN, AChR, CHRM 3, EGBRS, HM 3, M3 muscarinic receptor, Muscarinic acetylcholine receptor M3, cholinergic receptor muscarinic 3, m3 muscarinic acetylcholine receptor, muscarinic 3, muscarinic cholinergic m3 receptor, muscarinic m3 receptor

1 Images
Chemical Structure - Alamethicin, Peptide antibiotic (AB141893)
  • Chemical Structure

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Chemical Structure - Alamethicin, Peptide antibiotic (AB141893)

2D chemical structure image of ab141893, Alamethicin, Peptide antibiotic

Key facts

CAS number

27061-78-5

Purity

>98%

Form

Solid

form

Source

Trichoderma viride

Molecular weight

1964.3 Da

Molecular formula

C<sub>9</sub><sub>2</sub>H<sub>1</sub><sub>5</sub><sub>0</sub>N<sub>2</sub><sub>2</sub>O<sub>2</sub><sub>5</sub>

PubChem

16132042

Nature

Native

Solubility

Soluble in DMSO to 10 mM

Biochemical name

Alamethicin

Biological description

Peptide antibiotic from the fungus Trichoderma viride. Forms voltage-dependent ion channels in the lipid bilayer of cell membranes. Inhibits non-specific ion efflux through the membrane.

Canonical smiles

CC(C)CC(C(=O)NC(C)(C)C(=O)N1CCCC1C(=O)NC(C(C)C)C(=O)NC(C)(C)C(=O)NC(C)(C)C(=O)NC(CCC(=O)O)C(=O)NC(CCC(=O)N)C(=O)NC(CC2=CC=CC=C2)CO)NC(=O)CNC(=O)C(C)(C)NC(=O)C(C(C)C)NC(=O)C(C)(C)NC(=O)C(CCC(=O)N)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C(C)NC(=O)C(C)(C)NC(=O)C3CCCN3C

Isomeric smiles

C[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H](C(C)C)C(=O)NC(C)(C)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N1CCC[C@H]1C(=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(=O)N)C(=O)N[C@@H](CC2=CC=CC=C2)CO)NC(=O)C(C)(C)NC(=O)[C@H](C)NC(=O)C(C)(C)NC(=O)[C@@H]3CCCN3C(=O)C(C)(C)NC(=O)C

InChi

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

InChiKey

LGHSQOCGTJHDIL-UTXLBGCNSA-N

IUPAC Name

(4S)-4-[[2-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[(2S)-1-(2-acetamido-2-methylpropanoyl)pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-[[(2S)-5-amino-1-[[(2S)-1-hydroxy-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-5-oxopentanoic acid

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Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
+4°C
Appropriate long-term storage conditions
+4°C|-20°C
Storage information
The product can be stored for up to 12 months
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Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Muscarinic Acetylcholine Receptor M3 also known as CHRM3 or M3 receptor plays an important role in various physiological processes. This receptor is part of the G-protein coupled receptor family and binds acetylcholine. The mass of CHRM3 is around 65 kDa. CHRM3 is widely expressed in various tissues including smooth muscle exocrine glands and in some cases the central nervous system. This extensive expression indicates its significance in multiple bodily functions.
Biological function summary

CHRM3 mediates cellular responses such as smooth muscle contraction and glandular secretion. It operates as part of a larger receptor complex that facilitates the signal transduction process. When acetylcholine binds to CHRM3 it activates downstream signaling pathways involving various intracellular messengers. This activation influences activities such as bronchoconstriction and salivation emphasizing the importance of M3 receptor in autonomic nervous system regulation.

Pathways

Studies show that CHRM3 engages with the inositol phospholipid-calcium signaling pathway. This pathway mobilizes calcium from intracellular stores working together with proteins like G-proteins and protein kinase C. These interactions lead to physiological effects such as muscle contraction and secretion. Moreover CHRM3 links with the MAPK/ERK pathway conveying signals that influence cell growth and differentiation. The intertwining of these pathways highlights CHRM3’s role in regulating key cellular functions.

CHRM3’s malfunction associates with asthma and chronic obstructive pulmonary disease (COPD). Dysregulated CHRM3 signaling can exacerbate symptoms involving bronchoconstriction and mucus secretion. Furthermore CHRM3 connects to proteins affecting airway smooth muscle cells intensifying disease conditions. Its relevance in exocrine gland regulation also implicates CHRM3 in conditions like Sjögren's syndrome where it may impact salivary and lacrimal gland secretion. Understanding these connections aids in developing targeted therapies for these ailments.
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Product protocols

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