1-Aminocyclopropanecarboxylic acid

1-Aminocyclopropanecarboxylic acid Basic information
Product Name:1-Aminocyclopropanecarboxylic acid
Synonyms:1-Aminocyclopropanecarboxylic acid ,97%;1-Amino-1-cyclopropanecarboxylic acid ,98.5%;AMinocyclopropanecarboxylic acid;1-AMinocyclopropanecarbox...;1-AMino-1-cyclopropanecarboxylic acid, 99% 250MG;1-Aminocyclopropane-1-carboxylic acid 98%;1-AMino-1-carboxycyclopropane;1-Aminocyclopropane-1-carboxylic Acid - CAS 22059-21-8 - Calbiochem
CAS:22059-21-8
MF:C4H7NO2
MW:101.1
EINECS:606-917-8
Product Categories:buffer;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Amino Acids and Derivatives;Amino Acids 13C, 2H, 15N;Cyclopropanes;Simple 3-Membered Ring Compounds;VARIOUSAMINE;Peptide;Amino Acids & Derivatives;Miscellaneous Reagents;Neurochemicals
Mol File:22059-21-8.mol
1-Aminocyclopropanecarboxylic acid Structure
1-Aminocyclopropanecarboxylic acid Chemical Properties
Melting point 229-231 °C (lit.)
Boiling point 189.47°C (rough estimate)
density 1.2245 (rough estimate)
refractive index 1.4340 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO (Slightly), Water (Slightly)
pka2.29±0.20(Predicted)
form Powder and Granules
color White to off-white
Water Solubility Soluble in water.
BRN 2076413
Stability:Store in freezer at -20°C
InChIKeyPAJPWUMXBYXFCZ-UHFFFAOYSA-N
CAS DataBase Reference22059-21-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
RTECS GZ1110000
Hazard Note Irritant
HS Code 29213000
MSDS Information
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1-Amino-1-cyclopropanecarboxylic acid English
SigmaAldrich English
ACROS English
1-Aminocyclopropanecarboxylic acid Usage And Synthesis
Description1-Aminocyclopropanecarboxylic acid (ACPC) is an intermediate in the synthesis of ethylene, the plant hormone responsible for biological processes ranging from seed germination to organ senescence. ACPC has been shown to modulate NMDA receptor activity by acting as a partial agonist at the glycine-binding site on NMDA receptors (EC50 = 0.7-0.9 μM) in the presence of low levels (1 μM) of glutamate and as a competitive antagonist at the glutamate-binding site on NMDA receptors (EC50 = 81.6 nM) with high levels (10 μM) of glutamate. This compound has been reported to protect against neuron cell death in in vivo models of ischemia by enabling moderate levels of NMDA receptor activation and attenuating any excess NMDA receptor signaling that may lead to neurotoxicity.
Chemical PropertiesCrystalline
Uses1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.
Uses1-Aminocyclopropane-1-carboxylic Acid is an intermediate in the conversion of methionine to ethylene during the ripening in apples. It also plays an important role in the biosynthesis of the plant hormone ethylene.1-Aminocyclopropane-1-carboxylic Acid is shown to block convulsions and death produced by NMDA exposure, significantly reducing seizure induction and cell death of NMDA-treated hippocampal neurons. 1-Aminocyclopropane-1-carboxylic Acid is produced endogenously in the tomato and other higher plants as a product of the action of 1-aminocyclopropane-1-carboxylic acid synthase in the biosynthesis of ethylene.
DefinitionChEBI: A non-proteinogenic alpha-amino acid consisting of cyclopropane having amino and carboxy substituents both at the 1-position.
Synthesis Reference(s)Synthetic Communications, 18, p. 141, 1988 DOI: 10.1080/00397918808077338
Synthesis, p. 127, 1984
General Description1-Aminocyclopropanecarboxylic acid is a member of 1-aminocycloalkanecarboxylic acids.
Biochem/physiol Actions1-Aminocyclopropanecarboxylic acid (ACC) exhibits anticonvulsant, anxiolytic, anti-addictive, neuroprotective and antidepressant-like effects in rats and mice. ACC does not affect memory or learning processes.
Acetaminophen Aminopyrine Cyclopropylamine aminocyclopropane-1-carboxylic acid Ethyl 2-(Chlorosulfonyl)acetate Ascoric Acid EC 2.6.1.2 Stearic acid Folic acid 6-Aminocaproic acid 1-Aminocyclopropanecarboxylic acid Sulfamic acid (Bromomethyl)cyclopropane Tris(hydroxymethyl)aminomethane Cyclopropanecarboxylic acid 3-Aminophenol Ethyleneimine Citric acid

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