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652369

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

Quality Level

100

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)

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-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)
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
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
T S Rao et al.
Neuropharmacology, 29(3), 305-309 (1990-03-01)
Following intravenous administration, 1-aminocyclobutane-1-carboxylate (ACBC, 100 mg/kg), a N-methyl-D-aspartate (NMDA)-associated glycine receptor antagonist, was eliminated with a T1/2 of 5 min in mouse brain and 4 min in rat cerebrospinal fluid (CSF). 1-Aminocyclopropane-1-carboxylate (ACC), a NMDA-associated glycine receptor agonist, was
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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