Record Information |
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Version | 5.0 |
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Status | Detected and Quantified |
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Creation Date | 2005-11-16 15:48:42 UTC |
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Update Date | 2021-11-15 21:04:28 UTC |
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HMDB ID | HMDB0000187 |
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Secondary Accession Numbers | - HMDB0000589
- HMDB00187
- HMDB00589
- HMDB0062263
- HMDB62263
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Metabolite Identification |
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Common Name | L-Serine |
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Description | Serine (Ser) or L-serine is an alpha-amino acid. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Amino acids are organic compounds that contain amino (-NH2) and carboxyl (-COOH) functional groups, along with a side chain (R group) specific to each amino acid. L-serine is one of 20 proteinogenic amino acids, i.e., the amino acids used in the biosynthesis of proteins. Serine is found in all organisms ranging from bacteria to plants to animals. It is classified as a polar, uncharged (at physiological pH), aliphatic amino acid. In humans, serine is a nonessential amino acid that can be easily derived from glycine. A non-essential amino acid is an amino acid that can be synthesized from central metabolic pathway intermediates in humans and is not required in the diet. Like all the amino acid building blocks of protein and peptides, serine can become essential under certain conditions, and is thus important in maintaining health and preventing disease. L-Serine may be derived from four possible sources: dietary intake; biosynthesis from the glycolytic intermediate 3-phosphoglycerate; from glycine; and by protein and phospholipid degradation. Little data is available on the relative contributions of each of these four sources of l-serine to serine homoeostasis. It is very likely that the predominant source of l-serine will be very different in different tissues and during different stages of human development. In the biosynthetic pathway, the glycolytic intermediate 3-phosphoglycerate is converted into phosphohydroxypyruvate, in a reaction catalyzed by 3-phosphoglycerate dehydrogenase (3- PGDH; EC 1.1.1.95). Phosphohydroxypyruvate is metabolized to phosphoserine by phosphohydroxypyruvate aminotransferase (EC 2.6.1.52) and, finally, phosphoserine is converted into l-serine by phosphoserine phosphatase (PSP; EC 3.1.3.3). In liver tissue, the serine biosynthetic pathway is regulated in response to dietary and hormonal changes. Of the three synthetic enzymes, the properties of 3-PGDH and PSP are the best documented. Hormonal factors such as glucagon and corticosteroids also influence 3-PGDH and PSP activities in interactions dependent upon the diet. L-serine is the predominant source of one-carbon groups for the de novo synthesis of purine nucleotides and deoxythymidine monophosphate. It has long been recognized that, in cell cultures, L-serine is a conditional essential amino acid, because it cannot be synthesized in sufficient quantities to meet the cellular demands for its utilization. In recent years, L-serine and the products of its metabolism have been recognized not only to be essential for cell proliferation, but also to be necessary for specific functions in the central nervous system. The findings of altered levels of serine and glycine in patients with psychiatric disorders and the severe neurological abnormalities in patients with defects of L-serine synthesis underscore the importance of L-serine in brain development and function. (PMID 12534373 ). |
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Structure | InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 |
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Synonyms | Value | Source |
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(2S)-2-Amino-3-hydroxypropanoic acid | ChEBI | (S)-(-)-Serine | ChEBI | (S)-2-Amino-3-hydroxypropanoic acid | ChEBI | (S)-alpha-Amino-beta-hydroxypropionic acid | ChEBI | (S)-Serine | ChEBI | beta-Hydroxy-L-alanine | ChEBI | beta-Hydroxyalanine | ChEBI | L-(-)-Serine | ChEBI | L-2-Amino-3-hydroxypropionic acid | ChEBI | L-3-Hydroxy-2-aminopropionic acid | ChEBI | L-3-Hydroxy-alanine | ChEBI | L-Ser | ChEBI | L-Serin | ChEBI | S | ChEBI | Ser | ChEBI | SERINE | ChEBI | (2S)-2-Amino-3-hydroxypropanoate | Generator | (S)-2-Amino-3-hydroxypropanoate | Generator | (S)-a-Amino-b-hydroxypropionate | Generator | (S)-a-Amino-b-hydroxypropionic acid | Generator | (S)-alpha-Amino-beta-hydroxypropionate | Generator | (S)-Α-amino-β-hydroxypropionate | Generator | (S)-Α-amino-β-hydroxypropionic acid | Generator | b-Hydroxy-L-alanine | Generator | Β-hydroxy-L-alanine | Generator | b-Hydroxyalanine | Generator | Β-hydroxyalanine | Generator | L-2-Amino-3-hydroxypropionate | Generator | L-3-Hydroxy-2-aminopropionate | Generator | (-)-Serine | HMDB | (S)-2-Amino-3-hydroxy-propanoate | HMDB | (S)-2-Amino-3-hydroxy-propanoic acid | HMDB | (S)-b-Amino-3-hydroxypropionate | HMDB | (S)-b-Amino-3-hydroxypropionic acid | HMDB | (S)-beta-Amino-3-hydroxypropionate | HMDB | (S)-beta-Amino-3-hydroxypropionic acid | HMDB | 2-Amino-3-hydroxypropanoate | HMDB | 2-Amino-3-hydroxypropanoic acid | HMDB | 3-Hydroxy-L-alanine | HMDB | L Serine | HMDB | (3R,3'r,6S)-4,5-DIDEHYDRO-5,6-dihydro-BETA,BETA-carotene-3,3'-diol | HMDB | Bo-xan | HMDB | e 161b | HMDB | Xanthophyll | HMDB | (3R,3'r,6S)-4,5-DIDEHYDRO-5,6-dihydro-b,b-carotene-3,3'-diol | HMDB | (3R,3'r,6S)-4,5-DIDEHYDRO-5,6-dihydro-β,β-carotene-3,3'-diol | HMDB |
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Chemical Formula | C3H7NO3 |
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Average Molecular Weight | 105.0926 |
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Monoisotopic Molecular Weight | 105.042593095 |
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IUPAC Name | (2S)-2-amino-3-hydroxypropanoic acid |
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Traditional Name | L-serine |
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CAS Registry Number | 56-45-1 |
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SMILES | N[C@@H](CO)C(O)=O |
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InChI Identifier | InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1 |
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InChI Key | MTCFGRXMJLQNBG-REOHCLBHSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as serine and derivatives. Serine and derivatives are compounds containing serine or a derivative thereof resulting from reaction of serine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Serine and derivatives |
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Alternative Parents | |
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Substituents | - Serine or derivatives
- Alpha-amino acid
- L-alpha-amino acid
- Beta-hydroxy acid
- Hydroxy acid
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Alcohol
- Primary amine
- Primary alcohol
- Organooxygen compound
- Organonitrogen compound
- Hydrocarbon derivative
- Primary aliphatic amine
- Organic oxide
- Organopnictogen compound
- Carbonyl group
- Organic oxygen compound
- Amine
- Organic nitrogen compound
- Aliphatic acyclic compound
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Molecular Framework | Aliphatic acyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect
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Adverse health effect
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Disposition
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Biological location
Source
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Process
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Naturally occurring process
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | 228 °C | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | 425 mg/mL | Not Available | LogP | -3.07 | HANSCH,C ET AL. (1995) |
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Experimental Chromatographic Properties | Experimental Collision Cross Sections |
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Predicted Molecular Properties | |
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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L-Serine,1TMS,isomer #1 | C[Si](C)(C)OC[C@H](N)C(=O)O | 1208.8 | Semi standard non polar | 33892256 | L-Serine,1TMS,isomer #2 | C[Si](C)(C)OC(=O)[C@@H](N)CO | 1132.8 | Semi standard non polar | 33892256 | L-Serine,1TMS,isomer #3 | C[Si](C)(C)N[C@@H](CO)C(=O)O | 1262.0 | Semi standard non polar | 33892256 | L-Serine,2TMS,isomer #1 | C[Si](C)(C)OC[C@H](N)C(=O)O[Si](C)(C)C | 1244.3 | Semi standard non polar | 33892256 | L-Serine,2TMS,isomer #2 | C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)O | 1320.0 | Semi standard non polar | 33892256 | L-Serine,2TMS,isomer #3 | C[Si](C)(C)N[C@@H](CO)C(=O)O[Si](C)(C)C | 1293.4 | Semi standard non polar | 33892256 | L-Serine,2TMS,isomer #4 | C[Si](C)(C)N([C@@H](CO)C(=O)O)[Si](C)(C)C | 1465.7 | Semi standard non polar | 33892256 | L-Serine,3TMS,isomer #1 | C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1376.7 | Semi standard non polar | 33892256 | L-Serine,3TMS,isomer #1 | C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1408.1 | Standard non polar | 33892256 | L-Serine,3TMS,isomer #1 | C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)O[Si](C)(C)C | 1459.9 | Standard polar | 33892256 | L-Serine,3TMS,isomer #2 | C[Si](C)(C)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1510.6 | Semi standard non polar | 33892256 | L-Serine,3TMS,isomer #2 | C[Si](C)(C)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1454.5 | Standard non polar | 33892256 | L-Serine,3TMS,isomer #2 | C[Si](C)(C)OC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C | 1587.0 | Standard polar | 33892256 | L-Serine,3TMS,isomer #3 | C[Si](C)(C)OC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C | 1470.0 | Semi standard non polar | 33892256 | L-Serine,3TMS,isomer #3 | C[Si](C)(C)OC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C | 1391.6 | Standard non polar | 33892256 | L-Serine,3TMS,isomer #3 | C[Si](C)(C)OC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C | 1542.5 | Standard polar | 33892256 | L-Serine,4TMS,isomer #1 | C[Si](C)(C)OC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1565.7 | Semi standard non polar | 33892256 | L-Serine,4TMS,isomer #1 | C[Si](C)(C)OC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1522.1 | Standard non polar | 33892256 | L-Serine,4TMS,isomer #1 | C[Si](C)(C)OC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C | 1440.7 | Standard polar | 33892256 | L-Serine,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)O | 1460.8 | Semi standard non polar | 33892256 | L-Serine,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CO | 1384.7 | Semi standard non polar | 33892256 | L-Serine,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)O | 1525.0 | Semi standard non polar | 33892256 | L-Serine,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C | 1697.4 | Semi standard non polar | 33892256 | L-Serine,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)O | 1772.5 | Semi standard non polar | 33892256 | L-Serine,2TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)O[Si](C)(C)C(C)(C)C | 1729.7 | Semi standard non polar | 33892256 | L-Serine,2TBDMS,isomer #4 | CC(C)(C)[Si](C)(C)N([C@@H](CO)C(=O)O)[Si](C)(C)C(C)(C)C | 1906.9 | Semi standard non polar | 33892256 | L-Serine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1997.4 | Semi standard non polar | 33892256 | L-Serine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 2018.7 | Standard non polar | 33892256 | L-Serine,3TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C | 1887.9 | Standard polar | 33892256 | L-Serine,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2145.5 | Semi standard non polar | 33892256 | L-Serine,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2080.8 | Standard non polar | 33892256 | L-Serine,3TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1941.3 | Standard polar | 33892256 | L-Serine,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2123.0 | Semi standard non polar | 33892256 | L-Serine,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2056.5 | Standard non polar | 33892256 | L-Serine,3TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1908.5 | Standard polar | 33892256 | L-Serine,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2386.5 | Semi standard non polar | 33892256 | L-Serine,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 2312.5 | Standard non polar | 33892256 | L-Serine,4TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C | 1970.0 | Standard polar | 33892256 |
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Disease References | Refractory localization-related epilepsy |
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- Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
| Juvenile myoclonic epilepsy |
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- Rainesalo S, Keranen T, Palmio J, Peltola J, Oja SS, Saransaari P: Plasma and cerebrospinal fluid amino acids in epileptic patients. Neurochem Res. 2004 Jan;29(1):319-24. [PubMed:14992292 ]
| Alzheimer's disease |
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- Fonteh AN, Harrington RJ, Tsai A, Liao P, Harrington MG: Free amino acid and dipeptide changes in the body fluids from Alzheimer's disease subjects. Amino Acids. 2007 Feb;32(2):213-24. Epub 2006 Oct 10. [PubMed:17031479 ]
- Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
| Heart failure |
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- Norrelund H, Wiggers H, Halbirk M, Frystyk J, Flyvbjerg A, Botker HE, Schmitz O, Jorgensen JO, Christiansen JS, Moller N: Abnormalities of whole body protein turnover, muscle metabolism and levels of metabolic hormones in patients with chronic heart failure. J Intern Med. 2006 Jul;260(1):11-21. [PubMed:16789974 ]
| Schizophrenia |
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- Hashimoto K, Fukushima T, Shimizu E, Komatsu N, Watanabe H, Shinoda N, Nakazato M, Kumakiri C, Okada S, Hasegawa H, Imai K, Iyo M: Decreased serum levels of D-serine in patients with schizophrenia: evidence in support of the N-methyl-D-aspartate receptor hypofunction hypothesis of schizophrenia. Arch Gen Psychiatry. 2003 Jun;60(6):572-6. [PubMed:12796220 ]
- Do KQ, Lauer CJ, Schreiber W, Zollinger M, Gutteck-Amsler U, Cuenod M, Holsboer F: gamma-Glutamylglutamine and taurine concentrations are decreased in the cerebrospinal fluid of drug-naive patients with schizophrenic disorders. J Neurochem. 1995 Dec;65(6):2652-62. [PubMed:7595563 ]
- Yang J, Chen T, Sun L, Zhao Z, Qi X, Zhou K, Cao Y, Wang X, Qiu Y, Su M, Zhao A, Wang P, Yang P, Wu J, Feng G, He L, Jia W, Wan C: Potential metabolite markers of schizophrenia. Mol Psychiatry. 2013 Jan;18(1):67-78. doi: 10.1038/mp.2011.131. Epub 2011 Oct 25. [PubMed:22024767 ]
| Lung Cancer |
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- Chen Y, Ma Z, Min L, Li H, Wang B, Zhong J, Dai L: Biomarker identification and pathway analysis by serum metabolomics of lung cancer. Biomed Res Int. 2015;2015:183624. doi: 10.1155/2015/183624. Epub 2015 Apr 16. [PubMed:25961003 ]
| Early preeclampsia |
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- Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomics and first-trimester prediction of early-onset preeclampsia. J Matern Fetal Neonatal Med. 2012 Oct;25(10):1840-7. doi: 10.3109/14767058.2012.680254. Epub 2012 Apr 28. [PubMed:22494326 ]
| Pregnancy |
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- Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomics and first-trimester prediction of early-onset preeclampsia. J Matern Fetal Neonatal Med. 2012 Oct;25(10):1840-7. doi: 10.3109/14767058.2012.680254. Epub 2012 Apr 28. [PubMed:22494326 ]
- Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: First-trimester metabolomic detection of late-onset preeclampsia. Am J Obstet Gynecol. 2013 Jan;208(1):58.e1-7. doi: 10.1016/j.ajog.2012.11.003. Epub 2012 Nov 13. [PubMed:23159745 ]
- Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: Metabolomic analysis for first-trimester Down syndrome prediction. Am J Obstet Gynecol. 2013 May;208(5):371.e1-8. doi: 10.1016/j.ajog.2012.12.035. Epub 2013 Jan 8. [PubMed:23313728 ]
- Bahado-Singh RO, Akolekar R, Chelliah A, Mandal R, Dong E, Kruger M, Wishart DS, Nicolaides K: Metabolomic analysis for first-trimester trisomy 18 detection. Am J Obstet Gynecol. 2013 Jul;209(1):65.e1-9. doi: 10.1016/j.ajog.2013.03.028. Epub 2013 Mar 25. [PubMed:23535240 ]
- Bahado-Singh RO, Ertl R, Mandal R, Bjorndahl TC, Syngelaki A, Han B, Dong E, Liu PB, Alpay-Savasan Z, Wishart DS, Nicolaides KH: Metabolomic prediction of fetal congenital heart defect in the first trimester. Am J Obstet Gynecol. 2014 Sep;211(3):240.e1-240.e14. doi: 10.1016/j.ajog.2014.03.056. Epub 2014 Apr 1. [PubMed:24704061 ]
| Late-onset preeclampsia |
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- Bahado-Singh RO, Akolekar R, Mandal R, Dong E, Xia J, Kruger M, Wishart DS, Nicolaides K: First-trimester metabolomic detection of late-onset preeclampsia. Am J Obstet Gynecol. 2013 Jan;208(1):58.e1-7. doi: 10.1016/j.ajog.2012.11.003. Epub 2012 Nov 13. [PubMed:23159745 ]
| Sarcosinemia |
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- Sewell AC, Krille M, Wilhelm I: Sarcosinaemia in a retarded, amaurotic child. Eur J Pediatr. 1986 Feb;144(5):508-10. [PubMed:2420598 ]
- Benarrosh A, Garnotel R, Henry A, Arndt C, Gillery P, Motte J, Bakchine S: A young adult with sarcosinemia. No benefit from long duration treatment with memantine. JIMD Rep. 2013;9:93-96. doi: 10.1007/8904_2012_185. Epub 2012 Oct 21. [PubMed:23430553 ]
| Fumarase deficiency |
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- Allegri G, Fernandes MJ, Scalco FB, Correia P, Simoni RE, Llerena JC Jr, de Oliveira ML: Fumaric aciduria: an overview and the first Brazilian case report. J Inherit Metab Dis. 2010 Aug;33(4):411-9. doi: 10.1007/s10545-010-9134-2. Epub 2010 Jun 15. [PubMed:20549362 ]
| Obesity |
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- Simone Wahl, Christina Holzapfel, Zhonghao Yu, Michaela Breier, Ivan Kondofersky, Christiane Fuchs, Paula Singmann, Cornelia Prehn, Jerzy Adamski, Harald Grallert, Thomas Illig, Rui Wang-Sattler, Thomas Reinehr (2013). Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children. Metabolomics.
| Neu-Laxova Syndrome 1 |
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- Shaheen R, Rahbeeni Z, Alhashem A, Faqeih E, Zhao Q, Xiong Y, Almoisheer A, Al-Qattan SM, Almadani HA, Al-Onazi N, Al-Baqawi BS, Saleh MA, Alkuraya FS: Neu-Laxova syndrome, an inborn error of serine metabolism, is caused by mutations in PHGDH. Am J Hum Genet. 2014 Jun 5;94(6):898-904. doi: 10.1016/j.ajhg.2014.04.015. Epub 2014 May 15. [PubMed:24836451 ]
- El-Hattab AW, Shaheen R, Hertecant J, Galadari HI, Albaqawi BS, Nabil A, Alkuraya FS: On the phenotypic spectrum of serine biosynthesis defects. J Inherit Metab Dis. 2016 May;39(3):373-381. doi: 10.1007/s10545-016-9921-5. Epub 2016 Mar 10. [PubMed:26960553 ]
| Phosphoserine Aminotransferase Deficiency |
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- Hart CE, Race V, Achouri Y, Wiame E, Sharrard M, Olpin SE, Watkinson J, Bonham JR, Jaeken J, Matthijs G, Van Schaftingen E: Phosphoserine aminotransferase deficiency: a novel disorder of the serine biosynthesis pathway. Am J Hum Genet. 2007 May;80(5):931-7. Epub 2007 Mar 30. [PubMed:17436247 ]
| Phosphoserine Phosphatase Deficiency |
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- Jaeken J, Detheux M, Van Maldergem L, Frijns JP, Alliet P, Foulon M, Carchon H, Van Schaftingen E: 3-Phosphoglycerate dehydrogenase deficiency and 3-phosphoserine phosphatase deficiency: inborn errors of serine biosynthesis. J Inherit Metab Dis. 1996;19(2):223-6. [PubMed:8739971 ]
| Leukemia |
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- Peng CT, Wu KH, Lan SJ, Tsai JJ, Tsai FJ, Tsai CH: Amino acid concentrations in cerebrospinal fluid in children with acute lymphoblastic leukemia undergoing chemotherapy. Eur J Cancer. 2005 May;41(8):1158-63. Epub 2005 Apr 14. [PubMed:15911239 ]
| 3-Phosphoglycerate dehydrogenase deficiency |
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- Tabatabaie L, Klomp LW, Rubio-Gozalbo ME, Spaapen LJ, Haagen AA, Dorland L, de Koning TJ: Expanding the clinical spectrum of 3-phosphoglycerate dehydrogenase deficiency. J Inherit Metab Dis. 2011 Feb;34(1):181-4. doi: 10.1007/s10545-010-9249-5. Epub 2010 Nov 27. [PubMed:21113737 ]
| Serine deficiency syndrome, infantile |
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- van der Crabben SN, Verhoeven-Duif NM, Brilstra EH, Van Maldergem L, Coskun T, Rubio-Gozalbo E, Berger R, de Koning TJ: An update on serine deficiency disorders. J Inherit Metab Dis. 2013 Jul;36(4):613-9. doi: 10.1007/s10545-013-9592-4. Epub 2013 Mar 6. [PubMed:23463425 ]
| Irritable bowel syndrome |
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- Le Gall G, Noor SO, Ridgway K, Scovell L, Jamieson C, Johnson IT, Colquhoun IJ, Kemsley EK, Narbad A: Metabolomics of fecal extracts detects altered metabolic activity of gut microbiota in ulcerative colitis and irritable bowel syndrome. J Proteome Res. 2011 Sep 2;10(9):4208-18. doi: 10.1021/pr2003598. Epub 2011 Aug 8. [PubMed:21761941 ]
| Ulcerative colitis |
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- Le Gall G, Noor SO, Ridgway K, Scovell L, Jamieson C, Johnson IT, Colquhoun IJ, Kemsley EK, Narbad A: Metabolomics of fecal extracts detects altered metabolic activity of gut microbiota in ulcerative colitis and irritable bowel syndrome. J Proteome Res. 2011 Sep 2;10(9):4208-18. doi: 10.1021/pr2003598. Epub 2011 Aug 8. [PubMed:21761941 ]
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| Colorectal cancer |
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- Weir TL, Manter DK, Sheflin AM, Barnett BA, Heuberger AL, Ryan EP: Stool microbiome and metabolome differences between colorectal cancer patients and healthy adults. PLoS One. 2013 Aug 6;8(8):e70803. doi: 10.1371/journal.pone.0070803. Print 2013. [PubMed:23940645 ]
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- Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
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- Wang X, Wang J, Rao B, Deng L: Gut flora profiling and fecal metabolite composition of colorectal cancer patients and healthy individuals. Exp Ther Med. 2017 Jun;13(6):2848-2854. doi: 10.3892/etm.2017.4367. Epub 2017 Apr 20. [PubMed:28587349 ]
| Autism |
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- De Angelis M, Piccolo M, Vannini L, Siragusa S, De Giacomo A, Serrazzanetti DI, Cristofori F, Guerzoni ME, Gobbetti M, Francavilla R: Fecal microbiota and metabolome of children with autism and pervasive developmental disorder not otherwise specified. PLoS One. 2013 Oct 9;8(10):e76993. doi: 10.1371/journal.pone.0076993. eCollection 2013. [PubMed:24130822 ]
| Crohn's disease |
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- Kolho KL, Pessia A, Jaakkola T, de Vos WM, Velagapudi V: Faecal and Serum Metabolomics in Paediatric Inflammatory Bowel Disease. J Crohns Colitis. 2017 Mar 1;11(3):321-334. doi: 10.1093/ecco-jcc/jjw158. [PubMed:27609529 ]
| Perillyl alcohol administration for cancer treatment |
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- Sugimoto M, Wong DT, Hirayama A, Soga T, Tomita M: Capillary electrophoresis mass spectrometry-based saliva metabolomics identified oral, breast and pancreatic cancer-specific profiles. Metabolomics. 2010 Mar;6(1):78-95. Epub 2009 Sep 10. [PubMed:20300169 ]
| Pancreatic cancer |
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- Sugimoto M, Wong DT, Hirayama A, Soga T, Tomita M: Capillary electrophoresis mass spectrometry-based saliva metabolomics identified oral, breast and pancreatic cancer-specific profiles. Metabolomics. 2010 Mar;6(1):78-95. Epub 2009 Sep 10. [PubMed:20300169 ]
| Periodontal disease |
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- Sugimoto M, Wong DT, Hirayama A, Soga T, Tomita M: Capillary electrophoresis mass spectrometry-based saliva metabolomics identified oral, breast and pancreatic cancer-specific profiles. Metabolomics. 2010 Mar;6(1):78-95. Epub 2009 Sep 10. [PubMed:20300169 ]
| Frontotemporal dementia |
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- Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
| Lewy body disease |
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- Tsuruoka M, Hara J, Hirayama A, Sugimoto M, Soga T, Shankle WR, Tomita M: Capillary electrophoresis-mass spectrometry-based metabolome analysis of serum and saliva from neurodegenerative dementia patients. Electrophoresis. 2013 Oct;34(19):2865-72. doi: 10.1002/elps.201300019. Epub 2013 Sep 6. [PubMed:23857558 ]
| Autosomal dominant polycystic kidney disease |
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- Gronwald W, Klein MS, Zeltner R, Schulze BD, Reinhold SW, Deutschmann M, Immervoll AK, Boger CA, Banas B, Eckardt KU, Oefner PJ: Detection of autosomal dominant polycystic kidney disease by NMR spectroscopic fingerprinting of urine. Kidney Int. 2011 Jun;79(11):1244-53. doi: 10.1038/ki.2011.30. Epub 2011 Mar 9. [PubMed:21389975 ]
| Eosinophilic esophagitis |
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- Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
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