1-Aminocyclopropanecarboxylic acid 22059-21-8

Details:

Introduction: 

   1-Aminocyclopropanecarboxylic acid is a kind of cyclic amino acid, also known as ACC, which is a non-protein amino acid widely found in pears, apples and other fruits. It is synthesized from methionine in the plant Chemicalbook, and is transformed into ethylene through various steps in the plant, and is synthesized from S-adenylyl methionine in vivo under the action of related enzymes8.

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 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)
pka	2.29±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
InChIKey	PAJPWUMXBYXFCZ-UHFFFAOYSA-N
CAS DataBase Reference	22059-21-8(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

Provider	Language
1-Amino-1-cyclopropanecarboxylic acid	English
SigmaAldrich	English
ACROS	English

1-Aminocyclopropanecarboxylic acid Usage And Synthesis

Description	1-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 Properties	Crystalline
Uses	1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.
Uses	1-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.
Definition	ChEBI: 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 Description	1-Aminocyclopropanecarboxylic acid is a member of 1-aminocycloalkanecarboxylic acids.
Biochem/physiol Actions	1-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.

1-Aminocyclopropanecarboxylic acid Preparation Products And Raw materials

Raw materials	Hydrochloric acid-->Diethyl ether-->Tetrahydrofuran-->Sodium sulfate-->Magnesium sulfate-->Triethylamine-->Sodium chloride-->n-Butyllithium-->Sodium bicarbonate-->Ammonium chloride-->Benzaldehyde-->Diisopropylamine-->tert-Butyl methyl ether-->1,2-Dibromoethane-->Glycine ethyl ester hydrochloride-->Hexamethylphosphoramide
Preparation Products	1-(Boc-amino)cyclopropanecarboxylic acid

 

 

 

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