51022
3-Guanidinopropionic acid
puriss., ≥99.0% (NT)
Synonym(s):
β-Guanidinopropionic acid
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About This Item
Linear Formula:
HN=C(NH2)NHCH2CH2COOH
CAS Number:
Molecular Weight:
131.13
EC Number:
206-530-0
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
1705262
MDL number:
grade
puriss.
assay
≥99.0% (NT)
impurities
≤0.5% water
ign. residue
≤0.05%
mp
222 °C (dec.) (lit.)
application(s)
peptide synthesis
SMILES string
NC(=N)NCCC(O)=O
InChI
1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)
InChI key
KMXXSJLYVJEBHI-UHFFFAOYSA-N
Other Notes
Analogue of creatine; Analogue of GABA
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Z Liron et al.
Life sciences, 36(4), 321-327 (1985-01-28)
We found that verapamil and its methoxy analogue, D600, were relatively potent (micromolar) inhibitors of Na+-dependent GABA uptake by a mouse brain microsomal subfraction (P3). Verapamil was competitive with GABA and uncompetitive with Na+ in the uptake assay with the
Efraim H Rosenberg et al.
Journal of inherited metabolic disease, 29(2-3), 345-346 (2006-06-10)
In the study reported, we prove that mutations in the SLC6A8 gene are responsible for SLC6A8 deficiency, a cerebral creatine deficiency syndrome (CCDS), since overexpression of the wild-type SLC6A8 open reading frame (ORF) restores the creatine uptake profile in SLC6A8-deficient
Mary Chebib et al.
Neurochemical research, 34(10), 1704-1711 (2009-04-24)
GABA(C) receptors play a role in myopia, memory-related disorders and circadian rhythms signifying a need to develop potent and selective agents for this class of receptors. Guanidino analogs related to glycine, beta-alanine and taurine were evaluated at human rho(1)GABA(C) receptors
D Holtzman et al.
Brain research, 483(1), 68-77 (1989-03-27)
Brain phosphocreatine (PCr) concentration and creatine kinase (CK) activity have been studied by 31P nuclear magnetic resonance (NMR) spectroscopy in mice fed an analogue of creatine, beta-guanidinopropionic acid (GPA). The phosphorylated analogue (GPAP), which almost completely replaces PCr in skeletal
Muscle creatine: in vivo depletion by feeding beta-guanidinopropionic acid.
R P Shields et al.
Canadian journal of biochemistry, 51(7), 1046-1049 (1973-07-01)
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