ChemicalBook > CAS DataBase List > 1-Aminocyclopropanecarboxylic acid

1-Aminocyclopropanecarboxylic acid

Product Name
1-Aminocyclopropanecarboxylic acid
CAS No.
22059-21-8
Chemical Name
1-Aminocyclopropanecarboxylic acid
Synonyms
ACC;1-AMINOCYCLOPROPANE-1-CARBOXYLIC ACID;1-AMinocyclopropane-1-carboxylate;Ac3c;H-ACPC-OH;AMinocyclopropanecarboxylic acid;Cyclopropanecarboxylic acid, 1-amino-;Acpc-OH;1,1-ACCP;NSC 98430
CBNumber
CB6401146
Molecular Formula
C4H7NO2
Formula Weight
101.1
MOL File
22059-21-8.mol
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1-Aminocyclopropanecarboxylic acid Property

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)
form 
Powder and Granules
pka
2.29±0.20(Predicted)
color 
White to off-white
Water Solubility 
Soluble in water.
BRN 
2076413
Stability:
Store in freezer at -20°C
InChI
InChI=1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)
InChIKey
PAJPWUMXBYXFCZ-UHFFFAOYSA-N
SMILES
C1(N)(C(O)=O)CC1
CAS DataBase Reference
22059-21-8(CAS DataBase Reference)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
149101-M
Product name
1-Aminocyclopropane-1-carboxylic Acid - CAS 22059-21-8 - Calbiochem
Purity
An agonist for the glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor complex.
Packaging
250mg
Price
$130
Updated
2024/03/01
Sigma-Aldrich
Product number
149101-M
Product name
1-Aminocyclopropane-1-carboxylic Acid - CAS 22059-21-8 - Calbiochem
Purity
An agonist for the glycine modulatory site of the N-methyl-D-aspartate (NMDA) receptor complex.
Packaging
1g
Price
$310
Updated
2024/03/01
TCI Chemical
Product number
A1178
Product name
1-Aminocyclopropanecarboxylic Acid
Purity
>97.0%(T)
Packaging
1g
Price
$76
Updated
2024/03/01
TCI Chemical
Product number
A1178
Product name
1-Aminocyclopropanecarboxylic Acid
Purity
>97.0%(T)
Packaging
5g
Price
$178
Updated
2024/03/01
Alfa Aesar
Product number
J65118
Product name
1-Amino-1-cyclopropanecarboxylic acid, 98%
Packaging
250mg
Price
$87.8
Updated
2024/03/01
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1-Aminocyclopropanecarboxylic acid Chemical Properties,Usage,Production

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 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.

Uses

1-Aminocyclopropane-1-carboxylic Acid is a plant growth regulator. It is an NMDA agonist acting at the glycine site.

Definition

ChEBI: 1-aminocyclopropanecarboxylic acid is a non-proteinogenic alpha-amino acid consisting of cyclopropane having amino and carboxy substituents both at the 1-position. It has a role as a plant metabolite and a member of ethylene releasers. It is a monocarboxylic acid and a non-proteinogenic alpha-amino acid. It is functionally related to a cyclopropanecarboxylic acid. It is a conjugate acid of a 1-aminocyclopropanecarboxylate. It is a tautomer of a 1-aminocyclopropanecarboxylic acid zwitterion.

Application

1-aminocyclopropanecarboxylic acid (ACC) is used in the following ways:
(1) Organic synthesis. It is used for the preparation of vinyls and for the formation of imine compounds by decarboxylation with triketones.
(2) Used as a substrate for the determination of ACC deaminase activity for the study of the growth-promoting effects of endophytic isolates obtained from fern roots and cucurbit seeds.
(3) Used as an ethylene precursor to study the effect of high ethylene concentration on lateral root density (LRD) in sorghum brown midrib (bmr) mutants.
(4) Used to study the effect of glycine on the antidepressant and anxiolytic effects of ACC in rats.

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

Hexamethylphosphoramide tert-Butyl methyl ether Sodium sulfate Sodium chloride Strong alkaline anion exchange resin Glycine ethyl ester hydrochloride Triethylamine Diisopropylamine Benzaldehyde 1,2-Dibromoethane Tetrahydrofuran Diethyl ether Ammonium chloride Hydrochloric acid Sodium bicarbonate Magnesium sulfate n-Butyllithium

Preparation Products

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View Lastest Price from 1-Aminocyclopropanecarboxylic acid manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
1-aminocyclopropanecarboxylic acid 22059-21-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2024-08-20
Hebei Yanxi Chemical Co., Ltd.
Product
1-Aminocyclopropanecarboxylic acid 22059-21-8
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20 tons
Release date
2023-11-15
Henan Fengda Chemical Co., Ltd
Product
1-Aminocyclopropanecarboxylic acid 22059-21-8
Price
US $34.00-1.20/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08

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