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Merck
CN

G6878

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:
Molecular Weight:
131.13
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
206-530-0
MDL number:
Beilstein/REAXYS Number:
1705262
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Product Name

3-Guanidinopropionic acid,

InChI key

KMXXSJLYVJEBHI-UHFFFAOYSA-N

InChI

1S/C4H9N3O2/c5-4(6)7-2-1-3(8)9/h1-2H2,(H,8,9)(H4,5,6,7)

SMILES string

NC(=N)NCCC(O)=O

assay

≥97.5% (TLC)

form

powder or crystals

color

white

mp

222 °C (dec.) (lit.)

storage temp.

2-8°C

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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


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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.
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)
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.
Yoshinobu Ohira et al.
Bioscience, biotechnology, and biochemistry, 75(6), 1085-1089 (2011-06-15)
The effects of supplementation with creatine (Cr) and its analog, β-guanidinopropionic acid (β-GPA), on the differentiation of myoblasts and the numbers of nucleoli were studied in C2C12 cells. The cells were cultured in differentiation medium for 4 d. Then Cr
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

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