Phosphopantetheine

Phosphopantetheine
Identifiers
CAS number	2226-71-3
PubChem	115254
ChemSpider	103123 Y
DrugBank	DB03912
MeSH	phosphopantetheine
ChEBI	CHEBI:4222 Y
Jmol-3D images	Image 1
SMILES O=C(NCCS)CCNC(=O)[C@H](O)C(C)(C)COP(=O)(O)O
InChI 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 Y Key: JDMUPRLRUUMCTL-VIFPVBQESA-N Y 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
Properties
Molecular formula	C11H23N2O7PS
Molar mass	358.349 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

4'-Phosphopantetheine is an essential prosthetic group of acyl carrier protein (ACP) and peptidyl carrier proteins (PCP) and aryl carrier proteins (ArCP) derived from Coenzyme A. It is also present in formyltetrahydrofolate dehydrogenase.

Functions

Phosphopantetheine fulfills two demands.

• First, the intermediates remain covalently linked to the synthases (or synthetases) in an energy-rich thiol ester linkage.
• Second, the flexibility and length of phosphopantetheine chain (approximately 2 nm) allows the covalently tethered intermediates to have access to spatially distinct enzyme active sites.

See also

• pantothenic acid
• fatty acid synthase