M0534
5-甲基- DL -色氨酸
tryptophan analog
别名:
5-Methyltryptophan
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关于此项目
经验公式（希尔记法）:
C12H14N2O2
化学文摘社编号:
分子量:
218.25
Beilstein:
20225
EC 号:
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.26
质量水平
方案
≥97% (TLC)
表单
powder
颜色
white to faint yellow
mp
280-282 °C
应用
peptide synthesis
储存温度
2-8°C
SMILES字符串
Cc1ccc2[nH]cc(CC(N)C(O)=O)c2c1
InChI
1S/C12H14N2O2/c1-7-2-3-11-9(4-7)8(6-14-11)5-10(13)12(15)16/h2-4,6,10,14H,5,13H2,1H3,(H,15,16)
InChI key
HUNCSWANZMJLPM-UHFFFAOYSA-N
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应用
- 通过调节肠道菌群缓解结肠炎：代谢产物5-甲基-ʟ-色氨酸(5-MT)来自当归多糖，可通过调节肠道菌群和TLR4/MyD88/NF-κB信号通路缓解结肠炎。说明5-MT在炎症性肠病研究和治疗中的应用前景(Zou et al., 2023)。
- 色氨酸衍生物的酶促合成：研究由氨基酸通过一锅对映选择性合成天然(S)-spirobrassinin和非天然(S)-甲基spirobrassinin，使用芜菁酶。介绍一种色氨酸衍生物的新合成方法，适合用于生化分析(Ryu et al., 2021)。
生化/生理作用
5-甲基- DL -色氨酸抑制邻氨基苯甲酸酯化合物的合成，该化合物是粗糙脉孢菌 色氨酸生物合成的第一步 。5-甲基- DL -色氨酸是大肠杆菌色氨酸阻抑物的辅阻遏子。
5-甲基-DL-色氨酸可用于选择 产甲烷菌 （原始细菌）PS 株的基因突变株。5-甲基色氨酸是一种抑制色氨酸操纵子表达。5-甲基色氨酸是色氨酸酶的底物。5-甲基色氨酸抑制燕麦中激发子对邻氨基苯甲酸合成酶活性的诱导。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
Eyeshields, Gloves, type N95 (US)
Y Tozawa et al.
Plant physiology, 126(4), 1493-1506 (2001-08-14)
Anthranilate synthase (AS) is a key enzyme in the synthesis of tryptophan (Trp), indole-3-acetic acid, and indole alkaloids. Two genes, OASA1 and OASA2, encoding AS alpha-subunits were isolated from a monocotyledonous plant, rice (Oryza sativa cv Nipponbare), and were characterized.
H Kisaka et al.
Plant molecular biology, 38(5), 875-878 (1998-12-23)
A cDNA clone encoding rice tryptophan synthase beta (TSB) was isolated and its transcript level was examined in TR-No. 73, a derivative of a previously isolated rice mutant (TR-1) that is resistant to 5-methyltryptophan. The cDNA sequence of the rice
Paoyuan Hsiao et al.
Planta, 225(4), 897-906 (2006-10-14)
Gene transformation is an integral tool for plant genetic engineering. All antibiotic resistant genes currently employed are of bacterial origin and their presence in the field is undesirable. Therefore, we developed a novel and efficient plant native non-antibiotic selection system
H J Cho et al.
Plant physiology, 123(3), 1069-1076 (2000-07-13)
A cDNA clone that encodes a feedback-insensitive anthranilate synthase (AS), ASA2, isolated from a 5-methyl-tryptophan (Trp) (5MT)-resistant tobacco cell line under the control of the constitutive cauliflower mosaic virus 35S promoter, was introduced into the forage legume Astragalus sinicus by
G Bertani et al.
Journal of bacteriology, 169(6), 2730-2738 (1987-06-01)
Mutations causing requirements for histidine, purine, and vitamin B12 were obtained in strain PS of Methanococcus voltae (archaebacteria) upon irradiation with UV or gamma rays. The first two mutations were shown to revert at low frequencies and were used to
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