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G6878

Sigma-Aldrich

3-Guanidinopropionic acid

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

assay

≥97.5% (TLC)

Quality Level

200

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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Creatine Kinase Activity Assay Kit sufficient for 100 tests (Ultraviolet)

Sigma-Aldrich

MAK116

Creatine Kinase Activity Assay Kit

Creatine United States Pharmacopeia (USP) Reference Standard

USP

1150320

Creatine

AICAR ≥98% (HPLC), powder

Sigma-Aldrich

A9978

AICAR

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.
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
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)
Tamas L Horvath et al.
Neurobiology of disease, 43(1), 152-162 (2011-03-17)
Guanidinopropionic acid (GPA) increases AMPK activity, mitochondrial function and biogenesis in muscle and improves physiological function, for example during aging. Mitochondrial dysfunction is a major contributor to the pathogenesis of Parkinson's disease. Here we tested whether GPA prevents neurodegeneration of
Frank ter Veld et al.
Pflugers Archiv : European journal of physiology, 452(3), 342-348 (2006-02-24)
There has been speculation on the origin of the increased endurance of skeletal muscles in creatine kinase (CK)-deficient mice. Important factors that have been raised include the documented increased mitochondrial capacity and alterations in myosin heavy chain (MyHC) isoform composition
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