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AB144370

Territrem B, AChE inhibitor

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MW 526.6 Da, Purity >95%. Potent and selective irreversible AChE inhibitor (IC50 = 8 nM). Binds to the P-site and A-site of AChE. Potentiates ACh-induced neuronal current. Shows antifungal and cholinergic effects in vivo. Orally active.

View Alternative Names

ACEE, ACES_HUMAN, ARACHE, Acetylcholinesterase, Apoptosis related acetylcholinesterase, N-ACHE, YT, YT blood group

1 Images
Chemical Structure - Territrem B, AChE inhibitor (AB144370)
  • Chemical Structure

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Chemical Structure - Territrem B, AChE inhibitor (AB144370)

2D chemical structure image of ab144370, Territrem B, AChE inhibitor

Key facts

CAS number

70407-20-4

Purity

>95%

Form

Solid

form

Molecular weight

526.6 Da

Molecular formula

C<sub>2</sub><sub>9</sub>H<sub>3</sub><sub>4</sub>O<sub>9</sub>

PubChem

114734

Nature

Synthetic

Biochemical name

Territrem B

Biological description

Potent and selective irreversible AChE inhibitor (IC50 = 8 nM). Binds to the P-site and A-site of AChE. Potentiates ACh-induced neuronal current. Shows antifungal and cholinergic effects in vivo. Orally active.

Canonical smiles

CC1(C=CC(=O)C2(C1(CCC3(C2(CC4=C(O3)C=C(OC4=O)C5=CC(=C(C(=C5)OC)OC)OC)O)C)O)C)C

Isomeric smiles

C[C@@]12CC[C@@]3([C@@]([C@]1(CC4=C(O2)C=C(OC4=O)C5=CC(=C(C(=C5)OC)OC)OC)O)(C(=O)C=CC3(C)C)C)O

InChi

InChI=1S/C29H34O9/c1-25(2)9-8-22(30)27(4)28(25,32)11-10-26(3)29(27,33)15-17-19(38-26)14-18(37-24(17)31)16-12-20(34-5)23(36-7)21(13-16)35-6/h8-9,12-14,32-33H,10-11,15H2,1-7H3/t26-,27+,28-,29-/m1/s1

InChiKey

PBXNNDFKPQPJBB-VJLHXPKFSA-N

IUPAC Name

(1S,2S,7R,10R)-1,7-dihydroxy-2,6,6,10-tetramethyl-14-(3,4,5-trimethoxyphenyl)-11,15-dioxatetracyclo[8.8.0.02,7.012,17]octadeca-4,12(17),13-triene-3,16-dione

Properties and storage information

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

Supplementary information

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

Acetylcholinesterase also known as AChE is an enzyme with a molecular mass of approximately 67 kDa. It plays a critical role in neurotransmission by catalyzing the hydrolysis of the neurotransmitter acetylcholine into acetate and choline. This reaction occurs at neuromuscular junctions and cholinergic synapses therefore terminating synaptic transmission. AChE is highly expressed in muscle and brain tissue particularly in the synaptic cleft where it regulates the nerve signal terminations.
Biological function summary

Acetylcholinesterase is essential for maintaining neurotransmission dynamics by ensuring timely acetylcholine breakdown. It does not function as part of a larger enzyme complex but its activity is necessary for efficient synaptic signaling in the nervous system. This enzymatic action prevents continuous stimulation of muscles and nerves by rapidly degrading acetylcholine thereby ensuring proper muscle contraction and cognitive processes.

Pathways

Acetylcholinesterase participates significantly in the cholinergic system. It influences cholinergic signaling pathways by inactivating acetylcholine after its release into the synaptic cleft. This function aligns acetylcholinesterase closely with receptors like nicotinic and muscarinic acetylcholine receptors. It indirectly affects signal transduction pathways that involve these receptors with potential downstream effects on ion channels and intracellular messengers.

Acetylcholinesterase plays a significant role in Alzheimer's disease and myasthenia gravis. In Alzheimer's disease decreased acetylcholinesterase function can lead to accumulations of acetylcholine and disrupted signaling contributing to cognitive dysfunction. Acetylcholinesterase inhibitors are therapeutic in such contexts. For myasthenia gravis a disorder affecting neuromuscular transmission the enzyme’s interaction with antibodies targets synaptic acetylcholine receptors. This interaction results in weakened muscle contractions correlating with condition severity.

Product protocols

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