Sarcosine (BioCAD00000017559)
blood cerebrospinal fluid (csf) feces saliva urine prostate skeletal muscle plant natural products microbial natural products
Metabolite Card
Formula: C3H7NO2 (89.0477)
SMILES: CNCC(O)=O
Synonyms [en]
sarcosine; N-methylglycine; (Methylamino)ethanoic acid; MeGly; L-sarcosine; Sarcosinic acid
Last reviewed on 2024-06-28.
Cite this Page
Sarcosine. 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: BioCAD00000017559). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
Sarcosine is the N-methyl derivative of glycine. Sarcosine is metabolized to glycine by the enzyme sarcosine dehydrogenase, while glycine-N-methyl transferase generates sarcosine from glycine. Sarcosine is a natural amino acid found in muscles and other body tissues. In the laboratory it may be synthesized from chloroacetic acid and methylamine. Sarcosine is naturally found in the metabolism of choline to glycine. Sarcosine is sweet to the taste and dissolves in water. It is used in manufacturing biodegradable surfactants and toothpastes as well as in other applications. Sarcosine is ubiquitous in biological materials and is present in such foods as egg yolks, turkey, ham, vegetables, legumes, etc. Sarcosine is formed from dietary intake of choline and from the metabolism of methionine, and is rapidly degraded to glycine. Sarcosine has no known toxicity, as evidenced by the lack of phenotypic manifestations of sarcosinemia, an inborn error of sarcosine metabolism. Sarcosinemia can result from severe folate deficiency because of the folate requirement for the conversion of sarcosine to glycine (Wikipedia). Sarcosine has recently been identified as a biomarker for invasive prostate cancer. It was found to be greatly increased during prostate cancer progression to metastasis and could be detected in urine. Sarcosine levels were also increased in invasive prostate cancer cell lines relative to benign prostate epithelial cells (PMID: 19212411).
DBLinks
- CAS Registry Number: 107-97-1
- PubChem CID: 1088
- ChEBI: 15611
- HMDB: HMDB0000271
- LipidMaps:
- KEGG: C00213
- BioCyc: SARCOSINE
- NCBI MeSH: Sarcosine
- Wikipedia: Sarcosine
Other DBLinks
- CAS Registry Number: 107-97-1
- CAS Registry Number: 25951-24-0
- CAS Registry Number: 68411-97-2
- PubChem: 1088
- PubChem: 111314
- PubChem: 3513
- PubChem: 7311726
- ChEBI: ChEBI:15611
- ChEBI: ChEBI:57433
- HMDB: HMDB0000271
- KEGG: C00213
- BioCyc: SARCOSINE
- NCBI MeSH: Sarcosine
- Wikipedia: Sarcosine
- DrugBank: DB12519
- RefMet: RM0135925
- MoNA: BAF_UVA_POS000964
- MoNA: BAF_UVA_POS001599
- MoNA: CCMSLIB00005720326
- MoNA: EMBL-MCF_spec159796
- MoNA: EMBL-MCF_spec159812
- MoNA: EMBL-MCF_spec186420
- MoNA: EMBL_MCF_2_0_HRMS_Library000100
- MoNA: EMBL_MCF_2_0_HRMS_Library000347
- MoNA: FiehnHILIC000755
- MoNA: FiehnHILIC001506
- MoNA: FiehnLib000981
- MoNA: GLS00002
- MoNA: HMDB0000271_c_ms_923
- MoNA: HMDB0000271_ms_ms_472
- MoNA: HMDB0000271_ms_ms_473
- MoNA: HMDB0000271_ms_ms_474
- MoNA: KO001799
- MoNA: KO001800
- MoNA: KO001801
- MoNA: KO003987
- MoNA: KO003988
- MoNA: KO003989
- MoNA: KO003990
- MoNA: KO003991
- MoNA: MoNA002052
- MoNA: MoNA002053
- MoNA: MoNA002054
- MoNA: MoNA011336
- MoNA: MoNA011337
- MoNA: MoNA011338
- MoNA: MoNA011339
- MoNA: MoNA024337
- MoNA: MoNA032288
- MoNA: MoNA032289
- MoNA: MoNA032290
- MoNA: MoNA032749
- MoNA: MoNA032750
- MoNA: MoNA032751
- MoNA: MoNA034260
- MoNA: MoNA034262
- MoNA: MoNA034263
- MoNA: MoNA036192
- MoNA: MoNA036194
- MoNA: MoNA036195
- MoNA: MoNA036501
- MoNA: MoNA036502
- MoNA: MoNA036503
- MoNA: MoNA037067
- MoNA: MoNA037234
- MoNA: MoNA037951
- MoNA: MoNA038494
- MoNA: MoNA038612
- MoNA: MoNA_0006670
- MoNA: MoNA_0006671
- MoNA: MoNA_0006672
- MoNA: MoNA_0007896
- MoNA: MoNA_0007897
- MoNA: MoNA_0008073
- MoNA: MoNA_0008390
- MoNA: OUF00452
- MoNA: PM000904
- MoNA: PR010146
- MoNA: PS033701
- MoNA: PS033702
- MoNA: PS033703
- MoNA: PS033704
- MoNA: PS033705
- Metlin: METLIN_51
- Coconut NaturalProduct: CNP0307073.0
Class / Ontology
- WishartLab ClassyFire: [Amino acids, peptides, and analogues] Amino acids, peptides, and analogues
- RefMet: [Amino acids] Amino acids
- ChEBI: [CHEBI:15611] sarcosine
- Coconut NaturalProduct: [Aminoacids] Aminoacids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R00367 | 2.1.1.20 | S-adenosyl-L-methionine:glycine N-methyltransferase |
| KEGG:R00610 | 1.5.3.1 | sarcosine:oxygen oxidoreductase (demethylating) |
| KEGG:R00611 | 1.5.8.3 | sarcosine:electron-transfer flavoprotein oxidoreductase (demethylating) |
| KEGG:R01563 | 3.5.1.59 | N-carbamoylsarcosine amidohydrolase |
| KEGG:R01564 | 1.5.3.10 | N,N-dimethylglycine,5,6,7,8-tetrahydrofolate:oxygen oxidoreductase (demethylating,5,10-methylenetetrahydrofolate-forming) |
| KEGG:R01565 | 1.5.8.4 | N,N-dimethylglycine,5,6,7,8-tetrahydrofolate:electron-transferflavoprotein oxidoreductase (demethylating,5,10-methylenetetrahydrofolate-forming) |
| KEGG:R01566 | 3.5.3.3 | creatine amidinohydrolase |
| KEGG:R05862 | 1.4.3.19 | sarcosine:oxygen oxidoreductase (deaminating) |
| KEGG:R07227 | 1.21.4.3 | acetyl-phosphate methylamine:thioredoxin disulfide oxidoreductase (N-methylglycine-forming) |
| KEGG:R07243 | 2.1.1.156 | S-adenosyl-L-methionine:sarcosine N-methyltransferase |
| KEGG:R10061 | 2.1.1.157 | S-adenosyl-L-methionine:sarcosine N-methyltransferase [betaine-forming] |
| KEGG:R12967 | 1.5.3.24 | sarcosine,5,6,7,8-tetrahydrofolate:O2 oxidoreductase (demethylating,5,10-methylenetetrahydrofolate-forming) |
| KEGG:R13028 | 1.5.7.3 | N,N-dimethylglycine:ferredoxin oxidoreductase (demethylating) |
| KEGG:R13029 | 1.5.7.3 | sarcosine:ferredoxin oxidoreductase (demethylating) |
| BioCyc:CREATINASE-RXN | 3.5.3.3 | WATER + CREATINE --> UREA + SARCOSINE |
| BioCyc:SARCOX-RXN | 1.5.3.1 | OXYGEN-MOLECULE + WATER + SARCOSINE --> GLY + FORMALDEHYDE + HYDROGEN-PEROXIDE |
| BioCyc:RXN-17959 | 4.7.1.1 | S-ADENOSYLMETHIONINE + CPD-19239 + Donor-H2 --> CPD0-2463 + SARCOSINE + CH33ADO + MET + Acceptor |
| BioCyc:RXN-8673 | 1.4.3.19 | SARCOSINE + WATER + OXYGEN-MOLECULE --> GLYOX + METHYLAMINE + HYDROGEN-PEROXIDE |
| BioCyc:1.21.4.3-RXN | 1.21.4.3 | SARCOSINE + Pi + Red-Thioredoxin + PROTON --> ACETYL-P + METHYLAMINE + WATER + Ox-Thioredoxin |
| BioCyc:DIMETHYLGLYCINE-DEHYDROGENASE-RXN | 1.5.8.4 | DIMETHYL-GLYCINE + THF-GLU-N + ETF-Oxidized + PROTON --> SARCOSINE + METHYLENE-THF-GLU-N + ETF-Reduced |
Taxonomy Source
- Agaricus campestris [ncbi taxid: 56157]
- Allium sativum [ncbi taxid: 4682]
- Biancaea sappan [ncbi taxid: 483143]
- Citrullus lanatus [ncbi taxid: 3654]
- Cyprinus carpio [ncbi taxid: 7962]
- Escherichia coli [ncbi taxid: 562]
- Homo sapiens [ncbi taxid: 9606]
- Hypericum japonicum [ncbi taxid: 282542]
- Mus musculus [ncbi taxid: 10090]
Pathway Synthetic
| pathway id | name |
|---|---|
| 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:WP4292 | Methionine metabolism leading to sulfur amino acids and related disorders |
| WikiPathways:WP3125 | One-carbon donor |
| WikiPathways:WP3940 | One-carbon metabolism and related pathways |
| PathBank:SMP0120694 | Dihydropyrimidine Dehydrogenase Deficiency (DHPD) |
| PathBank:SMP0120718 | Hypermethioninemia |
| PathBank:SMP0120754 | Non-Ketotic Hyperglycinemia |
| PathBank:SMP0120770 | Hyperglycinemia, Non-Ketotic |
| PathBank:SMP0108776 | Sarcosine Oncometabolite Pathway |
| PathBank:SMP0000177 | Cystathionine beta-Synthase Deficiency |
| PathBank:SMP0000340 | Methylenetetrahydrofolate Reductase Deficiency (MTHFRD) |
| PathBank:SMP0000242 | Dimethylglycine Dehydrogenase Deficiency |
| PathBank:SMP0000223 | Non-Ketotic Hyperglycinemia |
| PathBank:SMP0000484 | Dimethylglycine Dehydrogenase Deficiency |
| PathBank:SMP0002313 | Sarcosine Oncometabolite Pathway |
| PathBank:SMP0087338 | Glycine and Serine Metabolism |
| PathBank:SMP0087342 | Methionine Metabolism |
| PathBank:SMP0087466 | Glycine and Serine Metabolism |