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Sigma-Aldrich

1-Amino-1-cyclobutanecarboxylic acid

97%

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About This Item

Linear Formula:
H2NC4H6CO2H
CAS Number:
22264-50-2
Molecular Weight:
115.13
MDL number:
MFCD00661068
UNSPSC Code:
12352106
PubChem Substance ID:
24883877
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

261 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

NC1(CCC1)C(O)=O

InChI

1S/C5H9NO2/c6-5(4(7)8)2-1-3-5/h1-3,6H2,(H,7,8)

InChI key

FVTVMQPGKVHSEY-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Y Gaoni et al.
Journal of medicinal chemistry, 37(25), 4288-4296 (1994-12-09)
A range of cis- and trans-3-substituted 1-aminocyclobutane-1-carboxylic acids has been synthesized and evaluated for antagonism at excitatory amino acid receptor sites and for anticonvulsant activity. Potent and selective antagonist activity at N-methyl-D-aspartate (NMDA) receptor sites in neonatal rat motoneurones was
I Varela et al.
The Biochemical journal, 267(2), 541-544 (1990-04-15)
The ability of the insulin-induced phospho-oligosaccharide to stimulate amino acid transport was studied in isolated rat hepatocytes. At low alpha-aminoisobutyric acid concentrations (0.1 mM), both 100 nM-insulin and 10 microM-phospho-oligosaccharide doubled amino acid uptake after 2 h of incubation. This
1-Aminocyclobutane-1-carboxylate (ACBC): a specific antagonist of the N-methyl-D-aspartate receptor coupled glycine receptor.
W F Hood et al.
European journal of pharmacology, 161(2-3), 281-282 (1989-02-28)
G B Watson et al.
Neuropharmacology, 29(8), 727-730 (1990-08-01)
In Xenopus oocytes, injected with mRNA from the brain of the rat, the characteristics of the cyclic homologues of glycine, ACPC, ACBC and cycloleucine have been examined. 1-Aminocyclopropane-1-carboxylate was a potent agonist at the NMDA-associated glycine site (EC50 = 0.09
M C Pirrung et al.
Chemistry & biology, 5(1), 49-57 (1998-02-28)
The chemical mechanism of the final step of ethylene biosynthesis (the conversion of 1-aminocyclopropanecarboxylic acid, ACC, to ethylene by ACC oxidase, the ethylene-forming enzyme, EFE) is poorly understood. Two possibilities have been suggested: a radical mechanism and an N-hydroxylation mechanism.
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