Phosphocreatine

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Phosphocreatine
Names
IUPAC name
N-Methyl-N-(phosphonocarbamimidoyl)glycine
Other names
Creatine phosphate; phosphorylcreatine; creatine-P; phosphagen; fosfocreatine
Identifiers
3D model (
JSmol
)
Abbreviations PCr
1797096
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard
100.000.585 Edit this at Wikidata
EC Number
  • 200-643-9
KEGG
UNII
  • InChI=1S/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12) ☒N
    Key: DRBBFCLWYRJSJZ-UHFFFAOYSA-N ☒N
  • InChI=1/C4H10N3O5P/c1-7(2-3(8)9)4(5)6-13(10,11)12/h2H2,1H3,(H,8,9)(H4,5,6,10,11,12)
    Key: DRBBFCLWYRJSJZ-UHFFFAOYAF
  • OC(CN(C)C(N)=NP(O)(O)=O)=O
  • CN(CC(=O)O)C(=N)NP(=O)(O)O
Properties
C4H10N3O5P
Molar mass 211.114 g·mol−1
Pharmacology
C01EB06 (WHO)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Phosphocreatine, also known as creatine phosphate (CP) or PCr (Pcr), is a

myocardium and the brain to recycle adenosine triphosphate
, the energy currency of the cell.

Chemistry

In the kidneys, the enzyme

guanidinoacetate (also called glycocyamine or GAA), which is then transported in the blood to the liver. A methyl group is added to GAA from the amino acid methionine by the enzyme GAMT, forming non-phosphorylated creatine. This is then released into the blood by the liver where it travels mainly to the muscle cells (95% of the body's creatine is in muscles), and to a lesser extent the brain, heart, and pancreas. Once inside the cells it is transformed into phosphocreatine by the enzyme complex creatine kinase
.

Phosphocreatine is able to donate its phosphate group to convert adenosine diphosphate (ADP) into adenosine triphosphate (ATP). This process is an important component of all vertebrates' bioenergetic systems. For instance, while the human body only produces 250 g of ATP daily, it recycles its entire body weight in ATP each day through creatine phosphate.

Phosphocreatine can be broken down into creatinine, which is then excreted in the urine. A 70 kg man contains around 120 g of creatine, with 40% being the unphosphorylated form and 60% as creatine phosphate. Of that amount, 1–2% is broken down and excreted each day as creatinine.

Phosphocreatine is used intravenously in hospitals in some parts of the world for cardiovascular problems under the name Neoton, and also used by some professional athletes, as it is not a controlled substance.

Function

Phosphocreatine can anaerobically donate a phosphate group to ADP to form ATP during the first five to eight seconds of a maximal muscular effort.[citation needed] Conversely, excess ATP can be used during a period of low effort to convert creatine back to phosphocreatine.

The reversible phosphorylation of creatine (i.e., both the forward and backward reaction) is catalyzed by several

CK-MB, creatine kinase myocardial band) in blood plasma is indicative of tissue damage and is used in the diagnosis of myocardial infarction.[1]

The cell's ability to generate phosphocreatine from excess ATP during rest, as well as its use of phosphocreatine for quick regeneration of ATP during intense activity, provides a spatial and temporal buffer of ATP concentration. In other words, phosphocreatine acts as high-energy reserve in a coupled reaction; the energy given off from donating the phosphate group is used to regenerate the other compound - in this case, ATP. Phosphocreatine plays a particularly important role in tissues that have high, fluctuating energy demands such as muscle and brain.

History

The discovery of phosphocreatine

Kaiser Wilhelm Institute in Dahlem, Berlin, contributed to the understanding of the phosphocreatine's role in the cell.[3]

References

External links