3-Sulfino-L-alanine (BioCAD00000003807)

blood cerebrospinal fluid (csf) feces saliva placenta

Metabolite Card

Formula: C3H7NO4S (153.0096)
SMILES: N[C@@H](CS(O)=O)C(O)=O

Synonyms [en]

3-sulfinoalanine; 3-Sulfino-L-alanine; L-Cysteinesulfinic acid; 3-sulphino-L-alanine; cysteine sulfinate; (2R)-2-amino-3-sulfinopropanoic acid

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Sulfino-L-alanine. 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: BioCAD00000003807). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-Sulfinoalanine or cysteinesulfinic acid is an N-methyl-D-aspartate agonist. It is a product of cysteine dioxygenase or CDO (EC 1.13.11.20). In humans, cysteine catabolism is tightly regulated via regulation of cysteine dioxygenase (CDO) levels in the liver, with the turnover of CDO protein being dramatically decreased when intracellular cysteine levels increase. This occurs in response to changes in the intracellular cysteine concentration via changes in the rate of CDO ubiquitination and degradation. Expressed at high levels in the liver with lower levels in the kidney, brain, and lung, cysteine dioxygenase catalyzes the addition of molecular oxygen to the sulfhydryl group of cysteine, yielding cysteinesulfinic acid. The oxidative catabolism of cysteine to cysteinesulfinate by CDO represents an irreversible loss of cysteine from the free amino acid pool. Once generated, cysteinesulfinate is shuttled into several pathways including hypotaurine/taurine synthesis, sulfite/sulfate production, and the generation of pyruvate.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 1115-65-7
  • CAS Registry Number: 207121-48-0
  • PubChem: 1549098
  • PubChem: 3881
  • PubChem: 439270
  • ChEBI: ChEBI:16345
  • HMDB: HMDB0000996
  • HMDB: HMDB00996
  • KEGG: C00606
  • NCBI MeSH: cysteine sulfinic acid
  • Wikipedia: Cysteine_sulfinic_acid
  • DrugBank: DB02153
  • RefMet: RM0136787
  • MoNA: BAF_UVA_POS000415
  • MoNA: BAF_UVA_POS000416
  • MoNA: BAF_UVA_POS000417
  • MoNA: BAF_UVA_POS000418
  • MoNA: CCMSLIB00000577930
  • MoNA: CCMSLIB00000578166
  • MoNA: CCMSLIB00005463990
  • MoNA: CCMSLIB00005464038
  • MoNA: CCMSLIB00005720377
  • MoNA: CCMSLIB00005720667
  • MoNA: EMBL-MCF_spec109022
  • MoNA: EMBL-MCF_spec35274
  • MoNA: GLS00075
  • MoNA: HMDB0060179_c_ms_1352
  • MoNA: KNA00129
  • MoNA: KNA00130
  • MoNA: KNA00332
  • MoNA: KNA00333
  • MoNA: KNA00534
  • MoNA: KNA00535
  • MoNA: KNA00720
  • MoNA: KNA00721
  • MoNA: KO000396
  • MoNA: KO000397
  • MoNA: KO000398
  • MoNA: KO000399
  • MoNA: KO000400
  • MoNA: KO002532
  • MoNA: KO002533
  • MoNA: KO002534
  • MoNA: KO002535
  • MoNA: KO002536
  • MoNA: MoNA001728
  • MoNA: MoNA001729
  • MoNA: MoNA001731
  • MoNA: MoNA024210
  • MoNA: MoNA024233
  • MoNA: MoNA031945
  • MoNA: MoNA031946
  • MoNA: MoNA031948
  • MoNA: MoNA033848
  • MoNA: MoNA033849
  • MoNA: MoNA033851
  • MoNA: MoNA035896
  • MoNA: MoNA035900
  • MoNA: MoNA035902
  • MoNA: MoNA037106
  • MoNA: MoNA037805
  • MoNA: MoNA038508
  • MoNA: OUF00303
  • Metlin: METLIN_5927
  • Coconut NaturalProduct: CNP0255086.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00863 4.1.1.12 3-sulfino-L-alanine 4-carboxy-lyase
KEGG:R00893 1.13.11.20 L-cysteine:oxygen oxidoreductase
KEGG:R02434 C00506 + C00004 + C00080<=>C00606 + C00001 + C00003
KEGG:R02466 4.1.1.15 3-sulfino-L-alanine carboxy-lyase
KEGG:R02618 1.4.1.- C00606 + C00003 + C00001<=>C05527 + C00014 + C00004 + C00080
KEGG:R02619 2.6.1.1 3-sulfino-L-alanine:2-oxoglutarate aminotransferase
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Organism Source

Taxonomy Source

  1. Escherichia coli [ncbi taxid: 562]
  2. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_CYSTEINE-DEG-PWY L-cysteine degradation I
WikiPathways:WP2525 Trans-sulfuration, one-carbon metabolism and related pathways
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP1770 One-carbon metabolism and related pathways
WikiPathways:WP3940 One-carbon metabolism and related pathways
View All Pathways