27890

Sigma-Aldrich

Creatine

anhydrous, ≥99.0% (NT)

Synonym(s):
N-Amidinosarcosine, (α-Methylguanido)acetic acid
Linear Formula:
H2NC(=NH)N(CH3)CH2CO2H
CAS Number:
Molecular Weight:
131.13
Beilstein/REAXYS Number:
907175
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

assay

≥99.0% (NT)

impurities

≤0.5% water

mp

~295 °C (dec.)

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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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.

Other Notes

Identification of creatine as a cofactor of thiamine-diphosphate kinase

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
H Shikata et al.
FEBS letters, 201(1), 101-104 (1986-05-26)
Thiamin-diphosphate (TDP) kinase which catalyzes thiamin triphosphate formation from TDP requires a low-molecular-mass cofactor in addition to ATP and Mg2+. The cofactor was isolated in a crystalline form from pig skeletal muscle and identified as creatine by proton NMR, mass...
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...
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...

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