O-Phospho-L-serine (BioCAD00000015450)
blood cerebrospinal fluid (csf) urine prostate epidermis testis
Metabolite Card
Formula: C3H8NO6P (185.0089)
SMILES: N[C@@H](COP(O)(O)=O)C(O)=O
Synonyms [en]
O-phospho-L-serine; 3-phosphoserine; Dexfosfoserine; O-Phosphoserine; L-O-Phosphoserine; phosphoserine
Last reviewed on 2024-06-28.
Cite this Page
O-Phospho-L-serine. 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: BioCAD00000015450). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Phosphoserine is the phosphoric acid ester of the amino acid serine. It is found in essentially all living organisms ranging from microbes to plants to mammals. Phosphoserine is a component of many proteins as the result of posttranslational modifications to the native protein’s serine residue(s). The phosphorylation of the hydroxyl functional group in serine to produce phosphoserine is catalyzed by various types of kinases. Serine is one of three amino acid residues that are commonly phosphorylated by kinases during cell signalling in eukaryotes. Free phosphoserine is found in many biofluids and likely arises from the proteolysis of proteins containing phosphoserine residues (PMID: 7693088).
DBLinks
- CAS Registry Number: 407-41-0
- PubChem CID: 68841
- ChEBI: 15811
- HMDB: HMDB0000272
- LipidMaps:
- KEGG: C01005
- BioCyc: 3-P-SERINE
- NCBI MeSH: plasmenylserine
- Wikipedia: 3-phosphoserine
Other DBLinks
- CAS Registry Number: 17885-08-4
- CAS Registry Number: 407-41-0
- CAS Registry Number: 7331-08-0
- PubChem: 106
- PubChem: 68841
- ChEBI: ChEBI:15811
- ChEBI: ChEBI:37712
- HMDB: HMDB0000272
- HMDB: HMDB0001721
- KEGG: C01005
- BioCyc: 3-P-SERINE
- NCBI MeSH: plasmenylserine
- Wikipedia: 3-phosphoserine
- Wikipedia: Phosphoserine
- DrugBank: DB04522
- RefMet: RM0131854
- RefMet: RM0135926
- MoNA: BAF_UVA_POS000675
- MoNA: BAF_UVA_POS001444
- MoNA: BAF_UVA_POS001445
- MoNA: CCMSLIB00000577953
- MoNA: CCMSLIB00000577996
- MoNA: CCMSLIB00000578187
- MoNA: CCMSLIB00005464170
- MoNA: CCMSLIB00005720683
- MoNA: CCMSLIB00005720737
- MoNA: EMBL-MCF_spec113447
- MoNA: EMBL-MCF_spec123810
- MoNA: EMBL-MCF_spec123855
- MoNA: EMBL-MCF_spec41840
- MoNA: EMBL_MCF_2_0_HRMS_Library000079
- MoNA: EMBL_MCF_2_0_HRMS_Library000408
- MoNA: EMBL_MCF_2_0_HRMS_Library000409
- MoNA: HMDB0000272_c_ms_1492
- MoNA: HMDB0000272_ms_ms_475
- MoNA: HMDB0000272_ms_ms_476
- MoNA: HMDB0000272_ms_ms_477
- MoNA: HMDB0001721_ms_ms_1678
- MoNA: HMDB0001721_ms_ms_1679
- MoNA: HMDB0001721_ms_ms_1680
- MoNA: KO003783
- MoNA: KO003784
- MoNA: KO003785
- MoNA: KO003786
- MoNA: KO003787
- MoNA: KZ000256
- MoNA: KZ000257
- MoNA: MoNA024197
- MoNA: MoNA024254
- MoNA: OUF00403
- MoNA: PR100594
- MoNA: PS031601
- MoNA: PS031602
- MoNA: PS031603
- MoNA: PS031604
- MoNA: PS031605
- MoNA: PS031606
- MoNA: PS031607
- MoNA: PS031608
- MoNA: PS091001
- MoNA: PS091002
- MoNA: PT203160
- Metlin: METLIN_297
- Coconut NaturalProduct: CNP0263057.1
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:15811] O-phospho-L-serine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00582 | 3.1.3.3 | O-phospho-L-serine phosphohydrolase |
| KEGG:R00584 | 2.7.1.80 | diphosphate:L-serine O-phosphotransferase |
| KEGG:R04173 | 2.6.1.52 | 3-phosphoserine:2-oxoglutarate aminotransferase |
| KEGG:R07274 | 2.5.1.47 | O-phospho-L-serine:hydrogen-sulfide 2-amino-2-carboxyethyltransferase |
| KEGG:R08576 | 6.1.1.27 | O-phospho-L-serine:tRNA(Cys) ligase (AMP-forming) |
| KEGG:R09530 | 2.5.1.76 | sulfite:O-phospho-L-serine sulfotransferase (phosphate-hydrolysing, L-cysteate-forming); |
| KEGG:R10610 | 2.5.1.113 | O-phospho-L-serine:thiocarboxy-[sulfur-carrier protein] 2-amino-2-carboxyethyltransferase |
| KEGG:R11705 | 2.5.1.140 | O-phospho-L-serine:L-glutamate N-(2S)-2-amino-2-carboxyethyltransferase |
| KEGG:R12092 | 2.8.5.1 | thiosulfate:3-phospho-L-serine thiosulfotransferase |
| KEGG:R12342 | 2.7.1.226 | ADP:L-serine 3-phosphotransferase |
| KEGG:R12344 | 2.7.1.225 | ATP:L-serine 3-phosphotransferase |
| BioCyc:PSERTRANSAM-RXN | 2.6.1.52 | 3-P-SERINE + 2-KETOGLUTARATE<=>GLT + 3-P-HYDROXYPYRUVATE |
| BioCyc:RXN0-5114 | 3.1.3.3 | 3-P-SERINE + WATER --> SER + Pi |
| BioCyc:2.5.1.65-RXN | 2.5.1.65 | 3-P-SERINE + HS --> CYS + Pi |
| BioCyc:RXN-14566 | 2.5.1.113 | 3-P-SERINE + Thiocarboxylated-CysO --> CysO-S-Cysteine + Pi |
| BioCyc:RXN-10718 | 6.1.1.27 | CYS-tRNAs + 3-P-SERINE + ATP --> L-SEP-tRNACys + PPI + AMP |
| BioCyc:RXN-11108 | 2.5.1.76 | PROTON + 3-P-SERINE + SO3 --> L-CYSTEATE + Pi |
| BioCyc:RXN-18395 | 2.5.1.140 | 3-P-SERINE + GLT --> CPD-19754 + Pi |
| BioCyc:2.7.1.80-RXN | 2.7.1.80 | SER + PPI --> 3-P-SERINE + Pi + PROTON |
| BioCyc:RXN-19824 | 2.7.1.226 | SER + ADP --> 3-P-SERINE + AMP + PROTON |
Taxonomy Source
- Arabidopsis thaliana [ncbi taxid: 3702]
- Escherichia coli [ncbi taxid: 562]
- Escherichia coli K12 [ncbi taxid: ]
- Homo sapiens [ncbi taxid: 9606]
- Mus musculus [ncbi taxid: 10090]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
Pathway Synthetic
| pathway id | name |
|---|---|
| BioCyc:LEISH_SERSYN-PWY | serine biosynthesis |
| BioCyc:LEISH_SER-GLYSYN-PWY | superpathway of serine and glycine biosynthesis I |
| Reactome:R-MTU-870392 | Mycobacterium tuberculosis biological processes |
| Reactome:R-MTU-937250 | Sulfur amino acid metabolism |
| Reactome:R-MTU-936621 | Sulfur compound metabolism |
| Reactome:R-MTU-936654 | Cysteine synthesis from O-phosphoserine |
| WikiPathways:WP459 | Serine biosynthesis |
| WikiPathways:WP2525 | Trans-sulfuration, one-carbon metabolism and related pathways |
| WikiPathways:WP3604 | Biochemical pathways: part I |
| WikiPathways:WP5213 | Amino acid metabolism in triple-negative breast cancer cells |
| WikiPathways:WP5355 | Metabolic Epileptic Disorders |
| WikiPathways:WP3135 | Trans-sulfuration and one-carbon metabolism |