All Photos(1)
Synonym(s):
(α-Methylguanido)acetic acid, N-Amidinosarcosine
Linear Formula:
H2NC(=NH)N(CH3)CH2CO2H
CAS Number:
Molecular Weight:
131.13
Beilstein:
907175
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
Recommended Products
grade
anhydrous
Quality Level
form
powder
technique(s)
cell culture | mammalian: suitable
color
white
SMILES string
CN(CC(O)=O)C(N)=N
InChI
1S/C4H9N3O2/c1-7(4(5)6)2-3(8)9/h2H2,1H3,(H3,5,6)(H,8,9)
InChI key
CVSVTCORWBXHQV-UHFFFAOYSA-N
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Application
Creatine (Cr) and phosphocreatine (PCr) are involved with rapid ATP production primarily in skeletal muscle tissue via the action of creatine kinase(s). Creatine may be used as a supplement to study its uptake mechanism and metabolism of action.
Biochem/physiol Actions
Creatine is a nitrogenous compound that acts as a high-energy reservoir for the rapid regeneration of ATP. Approximately 95% of creatine is found in skeletal muscle, primarily as phosphocreatine. Creatine can be acquired through dietary consumption or formed from L-arginine, glycine, and L-methionine in a multi-step reaction that occurs in the kidneys and liver. Creatine is then transported to muscle tissue. Creatine supplementation is used for the enhancement of sports performance, primarily by increasing muscle mass. Creatine is also being investigated as a treatment of neuromuscular diseases, where it may aid in neuroprotection and by improving the cellular bioenergetic state.
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Subrata Patra et al.
Amino acids, 42(6), 2319-2330 (2011-07-20)
The creatine/creatine kinase (CK) system plays a key role in cellular energy buffering and transport. In vertebrates, CK has four isoforms expressed in a tissue-specific manner. In the process of creatine biosynthesis several other important metabolites are formed. The anticancer
Dan Atar et al.
European heart journal, 36(2), 112-119 (2014-09-03)
The MITOCARE study evaluated the efficacy and safety of TRO40303 for the reduction of reperfusion injury in patients undergoing revascularization for ST-elevation myocardial infarction (STEMI). Patients presenting with STEMI within 6 h of the onset of pain randomly received TRO40303
Lucas Lindeboom et al.
The Journal of clinical investigation, 124(11), 4915-4925 (2014-10-02)
Animal models suggest that acetylcarnitine production is essential for maintaining metabolic flexibility and insulin sensitivity. Because current methods to detect acetylcarnitine involve biopsy of the tissue of interest, noninvasive alternatives to measure acetylcarnitine concentrations could facilitate our understanding of its
Olivier Braissant
Journal of inherited metabolic disease, 35(4), 655-664 (2012-01-19)
While it was thought that most of cerebral creatine is of peripheral origin, AGAT and GAMT are well expressed in CNS where brain cells synthesize creatine. While the creatine transporter SLC6A8 is expressed by microcapillary endothelial cells (MCEC) at blood-brain
Gilles Montalescot et al.
Journal of the American College of Cardiology, 64(24), 2563-2571 (2014-12-20)
After percutaneous coronary intervention (PCI) for non-ST-segment elevation myocardial infarction (NSTEMI), treatment with a P2Y12 antagonist with aspirin is recommended for 1 year. The oral P2Y12 antagonists ticagrelor and prasugrel have higher recommendations than clopidogrel, but it is unknown if
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