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G6878

Sigma-Aldrich

3-Guanidinopropionic acid

≥97.5% (TLC)

Synonym(s):

β-Guanidinopropionic acid

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About This Item

Linear Formula:
HN=C(NH2)NHCH2CH2COOH
CAS Number:
353-09-3
Molecular Weight:
131.13
Beilstein/REAXYS Number:
1705262
EC Number:
206-530-0
MDL number:
MFCD00045939
UNSPSC Code:
12352209
PubChem Substance ID:
24895277
NACRES:
NA.26

product name

3-Guanidinopropionic acid,

assay

≥97.5% (TLC)

form

powder or crystals

color

white

mp

222 °C (dec.) (lit.)

storage temp.

2-8°C

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

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Biochem/physiol Actions

β-Guanidinopropionic acid is studied for potential use during protein refolding as an anti-aggregatory molecule similar to L-arginine. β-Guanidinopropionic acid may be used to study its proliferative activity for endothelial cells contributing to wound healing. β-Guanidinopropionic acid is closely related to leptin.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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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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
A Bexfield et al.
The British journal of dermatology, 162(3), 554-562 (2009-10-06)
Maggot therapy, utilizing the larvae of Lucilia sericata, has been reported to reduce the bacterial load within wounds and also to enhance wound healing. Maggot excretions/secretions (ES) have been shown to have a role in the success of maggot therapy.
Shirin Mirshamsi et al.
Regulatory peptides, 141(1-3), 19-24 (2007-03-10)
A number of hormones, including leptin, have been shown to inhibit food intake in humans and animals. Analogues of 3-guanidinopropionic acid have also been found to reduce total food intake, but their mechanisms of action have not been well studied.
Inge Oudman et al.
PloS one, 8(1), e52879-e52879 (2013-01-18)
Creatine kinase plays a key role in cellular energy transport. The enzyme transfers high-energy phosphoryl groups from mitochondria to subcellular sites of ATP hydrolysis, where it buffers ADP concentration by catalyzing the reversible transfer of the high-energy phosphate moiety (P)
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