メチルトリプトファン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2012/12/15 22:09:43」(JST)
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1-Methyltryptophan |
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IUPAC name
2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid
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Other names
1-Methyl-DL-tryptophan; DL-1-Methyltryptophan; ARBRIN
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Identifiers |
CAS number |
26988-72-7 (D/L) N, 21339-55-9 (L) Y |
PubChem |
98112 |
ChemSpider |
88584 Y |
ChEMBL |
CHEMBL504816 N, CHEMBL514172 |
Jmol-3D images |
Image 1 |
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O=C(O)C(N)Cc2c1ccccc1n(c2)C
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InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16) Y
Key: ZADWXFSZEAPBJS-UHFFFAOYSA-N Y
InChI=InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)
Key: ZADWXFSZEAPBJS-UHFFFAOYSA-N
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Properties |
Molecular formula |
C12H14N2O2 |
Molar mass |
218.25 g mol−1 |
N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
Infobox references |
1-Methyltryptophan is a competitive inhibitor of indoleamine 2,3-dioxygenase (IDO or INDO EC 1.13.11.52).[1]
References
- ^ Cady, SG; Sono, M (1991). "1-Methyl-DL-tryptophan, beta-(3-benzofuranyl)-DL-alanine (the oxygen analog of tryptophan), and beta-3-benzo(b)thienyl-DL-alanine (the sulfur analog of tryptophan) are competitive inhibitors for indoleamine 2,3-dioxygenase". Archives of biochemistry and biophysics 291 (2): 326–33. doi:10.1016/0003-9861(91)90142-6. PMID 1952947.
English Journal
- Indoleamine 2,3-diooxygenase in periaortic fat: mechanisms of inhibition of contraction.
- Watts SW, Shaw S, Burnett R, Dorrance AM.SourceB445 Life Sciences Bldg., Dept. of Pharmacology and Toxicology, Michigan State Univ., East Lansing, MI 48824-1317. wattss@msu.edu.
- American journal of physiology. Heart and circulatory physiology.Am J Physiol Heart Circ Physiol.2011 Oct;301(4):H1236-47. Epub 2011 Aug 12.
- Indoleamine 2,3-dioxygenase (IDO) metabolizes l-tryptophan to l-kynurenine, promotes immunosuppression, and has been described as a consumer of superoxide. We discovered IDO expression in periaortic fat and tested the hypothesis that periarterial IDO functionally reduces agonist-induced contraction.
- PMID 21841011
- Amelioration of 2,4,6-trinitrobenzene sulfonic acid-induced colitis in mice by immunoregulatory dendritic cells.
- Hoshino S, Kurishima A, Inaba M, Ando Y, Fukui T, Uchida K, Nishio A, Iwai H, Yokoi T, Ito T, Hasegawa-Ishii S, Shimada A, Li M, Okazaki K, Ikehara S.SourceThe Third Department of Internal Medicine, Division of Gastroenterology and Hepatology, Kansai Medical University, Moriguchi, Osaka, Japan, hoshinos@takii.kmu.ac.jp.
- Journal of gastroenterology.J Gastroenterol.2011 Sep 16. [Epub ahead of print]
- BACKGROUND: Dendritic cells (DCs) are widely distributed throughout the lymphoid and nonlymphoid tissues, and are important initiators of acquired immunity. They also serve as regulators by inducing self-tolerance. However, it has not been thoroughly clarified whether DCs are somehow involved in the
- PMID 21922185
Japanese Journal
- Transgenic rice for animal feed with high tryptophan content generated by a selectable marker- and vector backbone-free technology
- KOMATSU Akira,OHTAKE Miki,HASEGAWA Hisakazu,TERAKAWA Teruhiko,WAKASA Kyo
- Plant biotechnology 23(1), 39-46, 2006-03-01
- … In order to avoid the co-integration of vector backbone sequences and taking into account the fact that OASA1D gene exert resistance to 5-methyltryptophan (5MT), gene cassette vector consisting of a promoter, OASA1D cDNA and terminator was constructed and introduced directly to rice calli by use of potassium titanate whisker-supersonic method. …
- NAID 10021907812
- エチルメタンスルホン酸処理によるアスパラガスの5-メチルトリプトファン耐性株の選抜
- 林 有子,園田 高広,菅野 明,亀谷 壽昭
- 園芸学会雑誌. 別冊, 園芸学会大会研究発表 74(1), 315, 2005-03-20
- NAID 10024387206
Related Links
- 15 Aug 2006 ... The compound 1-methyl-tryptophan (1-MT) is a competitive inhibitor of IDO that can break tolerance and induce fetus, graft, and tumor rejection. Because of its broad effect on immune-related mechanisms, the direct action of ...
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