Phosphopantetheine

Source: Wikipedia, the free encyclopedia.
Phosphopantetheine
Skeletal formula of
Space-filling model of the phosphopantetheine molecule as an anion (2- charge)
Identifiers
3D model (
JSmol
)
ChEBI
ChemSpider
DrugBank
MeSH phosphopantetheine
UNII
  • InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)/t9-/m0/s1 checkY
    Key: JDMUPRLRUUMCTL-VIFPVBQESA-N checkY
  • InChI=1/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)/t9-/m0/s1
    Key: JDMUPRLRUUMCTL-VIFPVBQEBX
  • O=C(NCCS)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)O
Properties
C11H23N2O7PS
Molar mass 358.349 g/mol
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 ?)

Phosphopantetheine, also known as 4'-phosphopantetheine, is a prosthetic group of several acyl carrier proteins including the acyl carrier proteins (ACP) of

nonribosomal peptide synthetases (NRPS).[1] It is also present in formyltetrahydrofolate dehydrogenase.[2]

Subsequent to the expression of the apo

4'-phosphopantetheinyl transferase.[3]

Phosphopantetheine prosthetic group covalently links to the acyl group via a high energy thioester bond. The flexibility and length of the phosphopantetheine chain (approximately 2 nm) allows the covalently tethered intermediates to access spatially distinct enzyme-active sites. This accessibility increases the effective molarity of the intermediate and allows an assembly line-like process.

See also

References

  1. PMID 4872726
    .
  2. PMID 19933275
    .
  3. PMID 24292120
    .


Stub icon

This article about metabolism is a stub. You can help Wikipedia by expanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=Phosphopantetheine&oldid=1183768718"