3-Sulfino-L-alanine (BioCAD00000003807)
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
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.
DBLinks
- CAS Registry Number: 1115-65-7
- PubChem CID: 1549098
- ChEBI: 16345
- HMDB: HMDB0000996
- LipidMaps:
- KEGG: C00606
- BioCyc:
- NCBI MeSH: cysteine sulfinic acid
- Wikipedia: Cysteine_sulfinic_acid
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
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:16345] 3-sulfino-L-alanine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| 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 |
Taxonomy Source
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 |