4'-phosphopantetheine

Also known as Pantetheine-4'-phosphate, Phosphopantetheine, Psh-4'-P, (2R)-2-Hydroxy-N-(3-((2-mercaptoethyl)amino)-3-oxopropyl)-3,3-dimethyl-4-(phosphonooxy)butanamide, O(4)-phosphono-D-pantethein, D-Pantetheine 4'-phosphate

Phosphopantetheine, also known as '''4'-phosphopantetheine (4'-PP'''), is a prosthetic group of several acyl carrier proteins including the acyl carrier proteins (ACP) of fatty acid synthases, ACPs of polyketide synthases, the peptidyl carrier proteins (PCP), as well as aryl carrier proteins (ArCP) of nonribosomal peptide synthetases (NRPS). It is also present in formyltetrahydrofolate dehydrogenase.

In the Vinony graph

Vinony's link graph records 28 inbound references to 4'-phosphopantetheine, and connects out to plant, mammal and metabolism.

It sits within the topics Biomolecules, Chembox image size set and Metabolism.

Vinony links it to 12 Wikipedia language editions.

Chemical data

Formula: C11H23N2O7PS
Molecular weight: 358.35 g/mol
IUPAC name: [(3R)-3-hydroxy-2,2-dimethyl-4-oxo-4-[[3-oxo-3-(2-sulfanylethylamino)propyl]amino]butyl] dihydrogen phosphate
SMILES: CC(C)(COP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
InChIKey: JDMUPRLRUUMCTL-VIFPVBQESA-N
XLogP: -2.1
Polar surface area: 146 Å²
H-bond donors: 6
H-bond acceptors: 8
Formal charge: 0

via PubChem

Wikidata facts

Mass: 358.096

Show 5 more facts

chemical formula: C₁₁H₂₃N₂O₇PS
isomeric SMILES: CC(C)(COP(=O)(O)O)[C@H](C(=O)NCCC(=O)NCCS)O
canonical SMILES: CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NCCS)O
found in taxon: Caenorhabditis elegans
Commons category: Phosphopantetheine

Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

2 sections

Contents

See also
References

Phosphopantetheine, also known as '''4'-phosphopantetheine (4'-PP'), is a prosthetic group of several acyl carrier proteins including the acyl carrier proteins (ACP) of fatty acid synthases, ACPs of polyketide synthases, the peptidyl carrier proteins (PCP), as well as aryl carrier proteins (ArCP) of nonribosomal peptide synthetases (NRPS). It is also present in formyltetrahydrofolate dehydrogenase.

Subsequent to the expression of the apo'' acyl carrier protein, 4'-phosphopantetheine moiety is attached to a serine residue. The coupling involves formation of a phosphodiester linkage. This coupling is mediated by acyl carrier protein synthase (ACPS), a 4'-phosphopantetheinyl transferase.

Excerpted from Wikipedia’s “4'-phosphopantetheine” article, available under the CC BY-SA 4.0 licence.