(R)-4'-Phosphopantothenoyl-L-cysteine (BioCAD00000000847)

microbial natural products

Metabolite Card

Formula: C12H23N2O9PS (402.0862)
SMILES: CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)N[C@@H](CS)C(O)=O

Synonyms [en]

N-[(R)-4'-Phosphopantothenoyl]-L-cysteine; (R)-4'-Phosphopantothenoyl-L-cysteine; N-((R)-4'-phosphopantothenoyl)-L-cysteine; 4'-Phosphopantothenoyl-L-cysteine; pantothenylcysteine 4'-phosphate; N-[(R)-4-phosphopantothenoyl]-L-cysteine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

(R)-4'-Phosphopantothenoyl-L-cysteine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000000847). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

4'-Phosphopantothenoylcysteine, also known as pantothenoylcysteine 4'-phosphate, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. 4'-Phosphopantothenoylcysteine is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, 4'-phosphopantothenoylcysteine participates in a number of enzymatic reactions. In particular, cytidine monophosphate and 4'-phosphopantothenoylcysteine can be biosynthesized from cytidine triphosphate, D-4'-phosphopantothenate, and L-cysteine through the action of the enzyme phosphopantothenate--cysteine ligase. 4'-Phosphopantothenoylcysteine (PPC) is an intermediate in the biosynthetic machinery (pathway) that converts pantothenate (vitamin B5) into coenzyme A (CoA). The enzyme phosphopantothenoylcysteine decarboxylase catalyzes the decarboxylation of PPC into 4'-phosphopantetheine. Coenzyme A is the principal acyl carrier and is required for many synthetic and degradative reactions in intermediary metabolism, and is an essential cofactor in all living systems (PMID: 15450493, 16371361, 14501115).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 7196-09-0
  • PubChem: 440304
  • ChEBI: ChEBI:15769
  • HMDB: HMDB0001117
  • HMDB: HMDB01117
  • KEGG: C04352
  • NCBI MeSH: pantothenylcysteine 4'-phosphate
  • Metlin: METLIN_58022
  • Coconut NaturalProduct: CNP0213316.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03269 4.1.1.36 N-[(R)-4'-phosphopantothenoyl]-L-cysteine carboxy-lyase
KEGG:R04230 6.3.2.51 (R)-4'-phosphopantothenate:L-cysteine ligase (ATP-utilizing)
KEGG:R04231 6.3.2.5 (R)-4'-phosphopantothenate:L-cysteine ligase
KEGG:R04391 2.7.1.33 ATP:pantothenate 4'-phosphotransferase
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Organism Source

Taxonomy Source

  1. Escherichia coli [ncbi taxid: 562]

Pathway Synthetic

pathway id name
BioCyc:LEISH_COA-PWY coenzyme A biosynthesis
BioCyc:TRYPANO_COA-PWY coenzyme A biosynthesis
PathBank:SMP0000848 Pantothenate and CoA Biosynthesis
WikiPathways:WP3604 Biochemical pathways: part I
PathBank:SMP0121296 Pantothenate and CoA Biosynthesis
PathBank:SMP0002307 beta-Alanine Metabolism
PathBank:SMP0087385 Pantothenate and CoA Biosynthesis
PathBank:SMP0063647 Pantothenate and CoA Biosynthesis
PathBank:SMP0000027 Pantothenate and CoA Biosynthesis
PathBank:SMP0087207 Pantothenate and CoA Biosynthesis
PathBank:SMP0087440 Pantothenate and CoA Biosynthesis
PathBank:SMP0002364 Pantothenate and CoA Biosynthesis
PathBank:SMP0087303 Pantothenate and CoA Biosynthesis
View All Pathways