D-Serine (BioDeep_00000014494)

 

Secondary id: BioDeep_00000001115, BioDeep_00000405565

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite natural product PANOMIX_OTCML-2025


Metabolite Card


(2R)-2-Amino-3-hydroxypropanoic acid

  Formula: C3H7NO3 (105.0426)
Chinese Names: D-丝氨酸
  Spectrum Hits: Top Source Homo sapiens(blood) 28.28%

Reviewed

Last reviewed on 2025-07-03.

Cite this Page

D-Serine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/d-serine (retrieved 2025-11-16) (BioDeep RN: BioDeep_00000014494). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Molecular Structure

SMILES: C(C(C(=O)O)N)O
InChI: InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m1/s1


Description

D-serine is a stereo-isomer of the common amino acid, L-serine. D-serine was only thought to exist in bacteria until relatively recently. D-serine was the second D amino acid discovered to naturally exist in humans. The first one was D-aspartate. D-serine is synthesized from L-serine by serine racemase (SRR), and it is degraded by D-amino acid oxidase (DAO). It is found in high abundance in the brain. D-serine acts on the glycine binding site of the N-methyl-D-aspartate receptor (NMDAR) and modulates glutamate-mediated receptor activation. For the receptor to open, glutamate and either glycine or D-serine must bind to it. In fact, D-serine is a more potent agonist at the glycine site on the NMDAR than glycine itself. The importance of D-serine in mammalian brain function is apparent from extensive investigations reported and reviewed over the past decade, including roles in synaptic plasticity and memory. D-serine is also implicated in the pathophysiology and therapy of several psychiatric and neurological conditions including schizophrenia and glioma. In schizophrenia, there is evidence that D-serine levels are decreased, a deficiency that may contribute to the proposed NMDAR hypofunction of the disorder and that has led to D-serine replenishment as a novel therapeutic strategy.
A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from glycine or threonine. It is involved in the biosynthesis of purines, pyrimidines, and other amino acids.
D-Serine ((R)-Serine), an endogenous amino acid involved in glia-synapse interactions that has unique neurotransmitter characteristics, is a potent co-agonist at the NMDA glutamate receptor. D-Serinee has a cardinal modulatory role in major NMDAR-dependent processes including NMDAR-mediated neurotransmission, neurotoxicity, synaptic plasticity, and cell migration[1][2].
D-Serine ((R)-Serine), an endogenous amino acid involved in glia-synapse interactions that has unique neurotransmitter characteristics, is a potent co-agonist at the NMDA glutamate receptor. D-Serinee has a cardinal modulatory role in major NMDAR-dependent processes including NMDAR-mediated neurotransmission, neurotoxicity, synaptic plasticity, and cell migration[1][2].

Synonyms

90 synonym names

(2R)-2-Amino-3-hydroxypropanoic acid; (R)-2-Amino-3-hydroxy-propionic acid; (R)-2-Amino-3-hydroxypropanoic acid; (R)-2-Amino-3-hydroxy-propionate; (2R)-2-Amino-3-hydroxypropanoate; (R)-2-Amino-3-hydroxypropanoate; Serine D-form; DL-Serine; D-serine; D-Serin; DSN; (R)-Serine; D-Serine; 78682_FLUKA; D-serine; (2R)-2-amino-3-hydroxy-propanoic acid; (2R)-serine; (D)-SERINE; (R)-2-Amino-3-hydroxypropanoic acid;D-b-Hydroxyalanine;(R)-Serine; (R)-2-Amino-3-hydroxypropionic acid; [3h]-d-serine; 1K77H2Z9B1; 1pb8; AI3-18476; BPBio1_001226; C3H7NO3; D-2-Amino-3-hydroxypropionic Acid; D-Ser; D-Serine / (R)-2-Amino-3-hydroxypropanoic acid; D-Serine, >=98% (TLC); D-Serine; Serine, D- (8CI); (R)-2-Amino-3-hydroxypropanoic acid; (R)-Serine; NSC 77689; H-D-Ser-OH; Lopac0_001088; R(-)-2-Amino-3-hydroxypropionic acid; SERINE D-FORM [MI]; Serine, D-; Tox21_111269; Tox21_501088; UNII-1K77H2Z9B1; (2S)-2-amino-3-hydroxypropanoic acid; (2S)-2-amino-3-hydroxy-propanoic acid; (2S)-2-amino-3-hydroxy-propionic acid; 6898-95-9; 25821-52-7; (S)-2-Amino-3-hydroxypropanoic acid; (S)-Serine; 2-Amino-3-hydroxypropanoic acid; 2-Amino-3-hydroxypropanoic acid, (S)-; 4-04-00-03118 (Beilstein Handbook Reference); BRN 1721404; EINECS 200-274-3; HSDB 680; NSC 118365; Propanoic acid, 2-amino-3-hydroxy-, (S)-; SER (IUPAC abbrev); Serina [Spanish]; Serine (VAN); Serine [USAN:INN]; Serine, L-; Serinum [Latin]; alpha-Amino-beta-hydroxypropionic acid; beta-Hydroxyalanine; S1315_SIGMA; CHEBI:17115; L-Serin; (S)-alpha-Amino-beta-hydroxypropionic acid; L-Serine, homopolymer; Poly-L-serine; Polyserine; S4311_SIGMA; C00065; L-2-Amino-3-hydroxypropionic acid; L-3-Hydroxy-alanine; Lopac-S-4250; NCGC00015952-01; (-)-Serine; 84959_FLUKA; NCGC00024507-01; Tocris-0226; D00016; L-Serine (JAN); Serine (USP); NCGC00024507-02; Tocris-0227; L-3-Hydroxy-2-aminopropionic acid; L-Alanine, 3-hydroxy-; Propanoic acid, 2-amino-3-hydroxy-, (S); beta-Hydroxy-L-alanine; S4500_SIGMA; (S)-2-Amino-3-hydroxypropionic acid



Cross Reference

21 cross reference id

Classification Terms

Related Pathways

Reactome(4)

BioCyc()

PlantCyc()

Biological Process

60 related biological process reactions.

Reactome(60)

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

Sub-cellular location Genes


Literature Reference

  • Rana Rais, Ajit G Thomas, Krystyna Wozniak, Ying Wu, Hanna Jaaro-Peled, Akira Sawa, Christine A Strick, Sandra J Engle, Nicholas J Brandon, Camilo Rojas, Barbara S Slusher, Takashi Tsukamoto. Pharmacokinetics of oral D-serine in D-amino acid oxidase knockout mice. Drug metabolism and disposition: the biological fate of chemicals. 2012 Nov; 40(11):2067-73. doi: 10.1124/dmd.112.046482. [PMID: 22837388]
  • Morgane Riou, David Stroebel, J Michael Edwardson, Pierre Paoletti. An alternating GluN1-2-1-2 subunit arrangement in mature NMDA receptors. PloS one. 2012; 7(4):e35134. doi: 10.1371/journal.pone.0035134. [PMID: 22493736]
  • Jesse Alt, Camilo Rojas, Krystyna Wozniak, Ying Wu, Dana Ferraris, Takashi Tsukamoto, Barbara Slusher. Development of a high-throughput method for the determination of pharmacological levels of plasma D-serine. Analytical biochemistry. 2011 Dec; 419(2):106-9. doi: 10.1016/j.ab.2011.08.018. [PMID: 21889486]
  • David T Thwaites, Catriona M H Anderson. The SLC36 family of proton-coupled amino acid transporters and their potential role in drug transport. British journal of pharmacology. 2011 Dec; 164(7):1802-16. doi: 10.1111/j.1476-5381.2011.01438.x. [PMID: 21501141]
  • Masayuki Inoue, Naoki Shinohara, Shintaro Tanabe, Tomoaki Takahashi, Ken Okura, Hiroaki Itoh, Yuki Mizoguchi, Maiko Iida, Nayoung Lee, Shigeru Matsuoka. Total synthesis of the large non-ribosomal peptide polytheonamide B. Nature chemistry. 2010 Apr; 2(4):280-5. doi: 10.1038/nchem.554. [PMID: 21124508]
  • P Yu, L D Asico, Y Luo, P Andrews, G M Eisner, U Hopfer, R A Felder, P A Jose. D1 dopamine receptor hyperphosphorylation in renal proximal tubules in hypertension. Kidney international. 2006 Sep; 70(6):1072-9. doi: 10.1038/sj.ki.5001708. [PMID: 16850019]
  • Leslie Iversen. Neurotransmitter transporters and their impact on the development of psychopharmacology. British journal of pharmacology. 2006 Jan; 147 Suppl 1(?):S82-8. doi: 10.1038/sj.bjp.0706428. [PMID: 16402124]
  • S Khalil, B W Alsanius. Biochemical characterization of biocontrol agents used for control of root pathogens. Communications in agricultural and applied biological sciences. 2006; 71(3 Pt B):979-84. doi: ". [PMID: 17390847]
  • Lone Helboe, Jan Egebjerg, Morten Møller, Christian Thomsen. Distribution and pharmacology of alanine-serine-cysteine transporter 1 (asc-1) in rodent brain. The European journal of neuroscience. 2003 Oct; 18(8):2227-38. doi: 10.1046/j.1460-9568.2003.02966.x. [PMID: 14622183]