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C0780

Sigma-Aldrich

Creatine

anhydrous

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Synonym(s):
(α-Methylguanido)acetic acid, N-Amidinosarcosine
Linear Formula:
H2NC(=NH)N(CH3)CH2CO2H
CAS Number:
57-00-1
Molecular Weight:
131.13
Beilstein:
907175
EC Number:
200-306-6
MDL number:
MFCD00004282
PubChem Substance ID:
24892273
NACRES:
NA.26

grade

anhydrous

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Gregg W Stone et al.
JACC. Cardiovascular interventions, 8(7), 927-936 (2015-05-25)
This study sought to determine whether pre-percutaneous coronary intervention (PCI) plaque characterization using near-infrared spectroscopy identifies lipid-rich plaques at risk of periprocedural myonecrosis and whether these events may be prevented by the use of a distal protection filter during PCI.
Theo Wallimann et al.
Amino acids, 40(5), 1271-1296 (2011-03-31)
The pleiotropic effects of creatine (Cr) are based mostly on the functions of the enzyme creatine kinase (CK) and its high-energy product phosphocreatine (PCr). Multidisciplinary studies have established molecular, cellular, organ and somatic functions of the CK/PCr system, in particular
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
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
Philippe Généreux et al.
Journal of the American College of Cardiology, 65(6), 533-543 (2015-02-14)
Bifurcation lesions are frequent among patients with symptomatic coronary disease treated by percutaneous coronary intervention. Current evidence recommends a conservative (provisional) approach when treating the side branch (SB). The TRYTON (Prospective, Single Blind, Randomized Controlled Study to Evaluate the Safety
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