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A3903

Sigma-Aldrich

1-Aminocyclopropanecarboxylic acid

≥98% (TLC), powder, NMDA agonist

Synonym(s):

ACC, ACPC

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2
CAS Number:
22059-21-8
Molecular Weight:
101.10
Beilstein/REAXYS Number:
2076413
MDL number:
MFCD00009944
UNSPSC Code:
12352209
PubChem Substance ID:
24890826
NACRES:
NA.32

product name

1-Aminocyclopropanecarboxylic acid, ≥98% (TLC), powder

Quality Level

200

assay

≥98% (TLC)

form

powder

storage condition

(Keep container tightly closed in a dry and well-ventilated place.
Keep in a dry place.)

color

white

mp

229-231 °C (lit.)

solubility

water: 49.00-51.00 mg/mL, clear, colorless

SMILES string

NC1(CC1)C(O)=O

InChI

1S/C4H7NO2/c5-4(1-2-4)3(6)7/h1-2,5H2,(H,6,7)

InChI key

PAJPWUMXBYXFCZ-UHFFFAOYSA-N

Gene Information

human ... NARG2(79664)
mouse ... NARG2(93697)
rat ... LOC686240(686240) , NARG2(691379)

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General description

Research area: Cell Signaling

1-Aminocyclopropanecarboxylic acid (ACC) is a non-proteinogenic amino acid and is a member of 1-aminocycloalkanecarboxylic acids.

Application

1-Aminocyclopropanecarboxylic acid (ACC) has been used as a substrate for determining ACC deaminase activity to study the plant growth-promoting characteristics of endophytic isolates obtained from Pteris vittata roots, cucurbit seeds. It has also been used as an ethylene precursor to study the effect of high ethylene concentration on lateral root density (LRD) in sorghum brown midrib (bmr) mutants.

Biochem/physiol Actions

1-Aminocyclopropanecarboxylic acid (ACC) is a partial agonist acting at the N-methyl-D-aspartate (NMDA) receptor glycine modulatory site. ACC serves as a bio-synthetic precursor for the plant hormone ethylene. Therefore, it also plays a vital role in plant development. ACC exhibits anticonvulsant, anxiolytic, anti-addictive, neuroprotective and antidepressant-like effects in rats and mice. ACC does not affect memory or learning processes.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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1-Aminocyclopropanecarboxylic acid (ACPC) produces procognitive but not antipsychotic-like effects in rats
Popik P, et al.
Psychopharmacology, 232(6), 1025?1038-1025?1038 (2000)
Sarita Tiwari et al.
Journal of environmental management, 180, 359-365 (2016-06-04)
Mitigation of arsenic (As) pollution is a topical environmental issue of high R&D priority. The present investigation was carried out to isolate As resistant endophytes from the roots of Indian ecotype Pteris vittata and characterize their As transformation and tolerance
Y A Kolesnikov et al.
Life sciences, 55(18), 1393-1398 (1994-01-01)
1-Aminocyclopropane carboxylic acid (ACPC), a partial agonist of the glycine site on the NMDA receptor, prevents tolerance to the mu opioid morphine and the delta ligand [D-Pen2,D-Pen5]enkephalin (DPDPE) when co-administered with the opioid. In contrast, ACPC does not significantly influence
Lorenzo Poncini et al.
PloS one, 12(10), e0185808-e0185808 (2017-10-04)
Plants interpret their immediate environment through perception of small molecules. Microbe-associated molecular patterns (MAMPs) such as flagellin and chitin are likely to be more abundant in the rhizosphere than plant-derived damage-associated molecular patterns (DAMPs). We investigated how the Arabidopsis thaliana
Valentin Marquis et al.
Plant, cell & environment, 43(6), 1558-1570 (2020-03-13)
Jasmonate synthesis and signalling are essential for plant defense upregulation upon herbivore or microbial attacks. Stress-induced accumulation of jasmonoyl-isoleucine (JA-Ile), the bioactive hormonal form triggering transcriptional changes, is dynamic and transient because of the existence of potent removal mechanisms. Two
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