Record Information |
---|
Version | 5.0 |
---|
Status | Expected but not Quantified |
---|
Creation Date | 2006-08-13 07:58:51 UTC |
---|
Update Date | 2021-09-14 15:46:22 UTC |
---|
HMDB ID | HMDB0003950 |
---|
Secondary Accession Numbers | |
---|
Metabolite Identification |
---|
Common Name | 7-Methylinosine |
---|
Description | 7-Methylinosine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls.DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When a chemical bonds to DNA, the DNA becomes damaged, and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject. 7-Methylguanosine has been identified in human urine and serum. (PMID: 3506820 , 17044778 , 17264127 , 16799933 , 15906010 ). |
---|
Structure | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)N=CN2 InChI=1S/C11H14N4O5/c1-14-4-15(9-6(14)10(19)13-3-12-9)11-8(18)7(17)5(2-16)20-11/h3-5,7-8,11,16-18H,2H2,1H3/p+1/t5-,7-,8-,11?/m1/s1 |
---|
Synonyms | Value | Source |
---|
(e)-S-2-Octenoate | HMDB | (e)-S-2-Octenoate CoA | HMDB | (e)-S-2-Octenoate coenzyme A | HMDB | (e)-S-2-Octenoic acid | HMDB | 2,3-trans-Octenoyl coenzyme A | HMDB | Oct-2-trans-enoyl-CoA | HMDB | Oct-2-trans-enoyl-coenzyme A | HMDB | Oct-trans-2-enoyl coenzyme A | HMDB | S-(2E)-2-Octenoate | HMDB | S-(2E)-2-Octenoate CoA | HMDB | S-(2E)-2-Octenoate coenzyme A | HMDB | S-(2E)-2-Octenoic acid | HMDB | trans-D2,3-Octenoyl-CoA | HMDB | trans-D2,3-Octenoyl-coenzyme A | HMDB | trans-Oct-2-enoyl-CoA | HMDB | trans-Oct-2-enoyl-coenzyme A | HMDB | 7-Methylinosine | MeSH |
|
---|
Chemical Formula | C11H15N4O5 |
---|
Average Molecular Weight | 283.2606 |
---|
Monoisotopic Molecular Weight | 283.10424461 |
---|
IUPAC Name | 9-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-6-oxo-6,7-dihydro-3H-9λ⁵-purin-9-ylium |
---|
Traditional Name | 9-[(3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-methyl-6-oxo-3H-9λ⁵-purin-9-ylium |
---|
CAS Registry Number | 20245-33-4 |
---|
SMILES | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)N=CN2 |
---|
InChI Identifier | InChI=1S/C11H14N4O5/c1-14-4-15(9-6(14)10(19)13-3-12-9)11-8(18)7(17)5(2-16)20-11/h3-5,7-8,11,16-18H,2H2,1H3/p+1/t5-,7-,8-,11?/m1/s1 |
---|
InChI Key | VJNXUFOTKNTNPG-YNJARDAQSA-O |
---|
Chemical Taxonomy |
---|
Description | Belongs to the class of organic compounds known as medium-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a medium-chain 2-enoyl chain of 5 to 12 carbon atoms. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Fatty Acyls |
---|
Sub Class | Fatty acyl thioesters |
---|
Direct Parent | Medium-chain 2-enoyl CoAs |
---|
Alternative Parents | |
---|
Substituents | - Coenzyme a or derivatives
- Purine ribonucleoside 3',5'-bisphosphate
- Purine ribonucleoside bisphosphate
- Purine ribonucleoside diphosphate
- Ribonucleoside 3'-phosphate
- Pentose phosphate
- Pentose-5-phosphate
- Beta amino acid or derivatives
- Glycosyl compound
- N-glycosyl compound
- 6-aminopurine
- Monosaccharide phosphate
- Organic pyrophosphate
- Pentose monosaccharide
- Imidazopyrimidine
- Purine
- Monoalkyl phosphate
- Aminopyrimidine
- Imidolactam
- N-acyl-amine
- N-substituted imidazole
- Organic phosphoric acid derivative
- Monosaccharide
- Pyrimidine
- Alkyl phosphate
- Fatty amide
- Phosphoric acid ester
- Tetrahydrofuran
- Imidazole
- Azole
- Heteroaromatic compound
- Carbothioic s-ester
- Secondary alcohol
- Thiocarboxylic acid ester
- Carboxamide group
- Secondary carboxylic acid amide
- Amino acid or derivatives
- Sulfenyl compound
- Thiocarboxylic acid or derivatives
- Organoheterocyclic compound
- Azacycle
- Oxacycle
- Carboxylic acid derivative
- Organosulfur compound
- Organic oxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic nitrogen compound
- Primary amine
- Organopnictogen compound
- Organic oxide
- Organooxygen compound
- Organonitrogen compound
- Alcohol
- Amine
- Aromatic heteropolycyclic compound
|
---|
Molecular Framework | Aromatic heteropolycyclic compounds |
---|
External Descriptors | |
---|
Ontology |
---|
Physiological effect | Not Available |
---|
Disposition | |
---|
Process | Not Available |
---|
Role | Not Available |
---|
Physical Properties |
---|
State | Solid |
---|
Experimental Molecular Properties | Property | Value | Reference |
---|
Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
|
---|
Experimental Chromatographic Properties | Not Available |
---|
Predicted Molecular Properties | |
---|
Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
---|
7-Methylinosine,1TMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C2=C1C(=O)N=C[NH]2 | 2679.6 | Semi standard non polar | 33892256 | 7-Methylinosine,1TMS,isomer #2 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C2=C1C(=O)N=C[NH]2 | 2690.6 | Semi standard non polar | 33892256 | 7-Methylinosine,1TMS,isomer #3 | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=C[NH]2 | 2688.1 | Semi standard non polar | 33892256 | 7-Methylinosine,1TMS,isomer #4 | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C | 2763.8 | Semi standard non polar | 33892256 | 7-Methylinosine,2TMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C2=C1C(=O)N=C[NH]2 | 2619.6 | Semi standard non polar | 33892256 | 7-Methylinosine,2TMS,isomer #2 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=C[NH]2 | 2627.6 | Semi standard non polar | 33892256 | 7-Methylinosine,2TMS,isomer #3 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C | 2707.4 | Semi standard non polar | 33892256 | 7-Methylinosine,2TMS,isomer #4 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=C[NH]2 | 2642.4 | Semi standard non polar | 33892256 | 7-Methylinosine,2TMS,isomer #5 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C | 2735.7 | Semi standard non polar | 33892256 | 7-Methylinosine,2TMS,isomer #6 | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C | 2730.0 | Semi standard non polar | 33892256 | 7-Methylinosine,3TMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=C[NH]2 | 2592.5 | Semi standard non polar | 33892256 | 7-Methylinosine,3TMS,isomer #2 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C | 2675.1 | Semi standard non polar | 33892256 | 7-Methylinosine,3TMS,isomer #3 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C | 2675.4 | Semi standard non polar | 33892256 | 7-Methylinosine,3TMS,isomer #4 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C | 2700.0 | Semi standard non polar | 33892256 | 7-Methylinosine,4TMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C | 2675.8 | Semi standard non polar | 33892256 | 7-Methylinosine,4TMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C | 2925.2 | Standard non polar | 33892256 | 7-Methylinosine,4TMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@H]2O[Si](C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C | 3003.9 | Standard polar | 33892256 | 7-Methylinosine,1TBDMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C2=C1C(=O)N=C[NH]2 | 2915.8 | Semi standard non polar | 33892256 | 7-Methylinosine,1TBDMS,isomer #2 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C2=C1C(=O)N=C[NH]2 | 2924.6 | Semi standard non polar | 33892256 | 7-Methylinosine,1TBDMS,isomer #3 | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=C[NH]2 | 2925.5 | Semi standard non polar | 33892256 | 7-Methylinosine,1TBDMS,isomer #4 | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3018.1 | Semi standard non polar | 33892256 | 7-Methylinosine,2TBDMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C2=C1C(=O)N=C[NH]2 | 3047.6 | Semi standard non polar | 33892256 | 7-Methylinosine,2TBDMS,isomer #2 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=C[NH]2 | 3051.1 | Semi standard non polar | 33892256 | 7-Methylinosine,2TBDMS,isomer #3 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3181.3 | Semi standard non polar | 33892256 | 7-Methylinosine,2TBDMS,isomer #4 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=C[NH]2 | 3057.1 | Semi standard non polar | 33892256 | 7-Methylinosine,2TBDMS,isomer #5 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3190.3 | Semi standard non polar | 33892256 | 7-Methylinosine,2TBDMS,isomer #6 | CN1C=[N+](C2O[C@H](CO)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3187.9 | Semi standard non polar | 33892256 | 7-Methylinosine,3TBDMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=C[NH]2 | 3216.2 | Semi standard non polar | 33892256 | 7-Methylinosine,3TBDMS,isomer #2 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3342.9 | Semi standard non polar | 33892256 | 7-Methylinosine,3TBDMS,isomer #3 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3348.8 | Semi standard non polar | 33892256 | 7-Methylinosine,3TBDMS,isomer #4 | CN1C=[N+](C2O[C@H](CO)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3351.8 | Semi standard non polar | 33892256 | 7-Methylinosine,4TBDMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3485.1 | Semi standard non polar | 33892256 | 7-Methylinosine,4TBDMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3680.9 | Standard non polar | 33892256 | 7-Methylinosine,4TBDMS,isomer #1 | CN1C=[N+](C2O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]2O[Si](C)(C)C(C)(C)C)C2=C1C(=O)N=CN2[Si](C)(C)C(C)(C)C | 3342.8 | Standard polar | 33892256 |
|
---|
| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - 7-Methylinosine GC-MS (Non-derivatized) - 70eV, Positive | splash10-0pi3-9260000000-73a089c04b3583333ac2 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Methylinosine GC-MS (3 TMS) - 70eV, Positive | splash10-052r-9320600000-241c370634af6809981e | 2017-10-06 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 7-Methylinosine GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
---|
Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Methylinosine 10V, Positive-QTOF | splash10-0udi-0910000000-146dbb54a52a8785854c | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Methylinosine 20V, Positive-QTOF | splash10-0udi-0900000000-0c27621ece50175a2d00 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Methylinosine 40V, Positive-QTOF | splash10-00di-1900000000-d6d90662053a4eec9225 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Methylinosine 10V, Positive-QTOF | splash10-0udi-0910000000-aa2b791d7191373f0ab3 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Methylinosine 20V, Positive-QTOF | splash10-0udi-0900000000-3222ffb615f3fdc62e50 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 7-Methylinosine 40V, Positive-QTOF | splash10-0uk9-1900000000-29f7e30c0ce3a084c5f1 | 2021-09-22 | Wishart Lab | View Spectrum |
NMR SpectraSpectrum Type | Description | Deposition Date | Source | View |
---|
Predicted 1D NMR | 13C NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 100 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 1000 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 200 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 300 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 400 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 500 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 600 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 700 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 800 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 13C NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum | Predicted 1D NMR | 1H NMR Spectrum (1D, 900 MHz, D2O, predicted) | 2021-09-24 | Wishart Lab | View Spectrum |
|
---|
General References | - Morris GS, Simmonds HA, Davies PM: Use of biological fluids for the rapid diagnosis of potentially lethal inherited disorders of human purine and pyrimidine metabolism. Biomed Chromatogr. 1986 Jun;1(3):109-18. [PubMed:3506820 ]
- Kammerer B, Frickenschmidt A, Muller CE, Laufer S, Gleiter CH, Liebich H: Mass spectrometric identification of modified urinary nucleosides used as potential biomedical markers by LC-ITMS coupling. Anal Bioanal Chem. 2005 Jun;382(4):1017-26. Epub 2005 May 19. [PubMed:15906010 ]
- Cho SH, Jung BH, Lee SH, Lee WY, Kong G, Chung BC: Direct determination of nucleosides in the urine of patients with breast cancer using column-switching liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2006 Nov;20(11):1229-36. [PubMed:16799933 ]
- Yang TH, Hu ML: Intracellular levels of S-adenosylhomocysteine but not homocysteine are highly correlated to the expression of nm23-H1 and the level of 5-methyldeoxycytidine in human hepatoma cells with different invasion activities. Nutr Cancer. 2006;55(2):224-31. [PubMed:17044778 ]
- Liu Z, Liu S, Xie Z, Blum W, Perrotti D, Paschka P, Klisovic R, Byrd J, Chan KK, Marcucci G: Characterization of in vitro and in vivo hypomethylating effects of decitabine in acute myeloid leukemia by a rapid, specific and sensitive LC-MS/MS method. Nucleic Acids Res. 2007;35(5):e31. Epub 2007 Jan 30. [PubMed:17264127 ]
|
---|