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C0780

Sigma-Aldrich

Creatine

suitable for cell culture

Synonym(s):

(α-Methylguanido)acetic acid, N-Amidinosarcosine

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About This Item

Linear Formula:
H2NC(=NH)N(CH3)CH2CO2H
CAS Number:
Molecular Weight:
131.13
Beilstein/REAXYS Number:
907175
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

Creatine, anhydrous

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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
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
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
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

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