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Merck

M0534

Sigma-Aldrich

5-甲基- DL -色氨酸

tryptophan analog

别名:

5-Methyltryptophan

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About This Item

经验公式(希尔记法):
C12H14N2O2
CAS号:
分子量:
218.25
Beilstein:
20225
EC號碼:
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.26

品質等級

化驗

≥97% (TLC)

形狀

powder

顏色

white to faint yellow

mp

280-282 °C

應用

peptide synthesis

儲存溫度

2-8°C

SMILES 字串

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 密鑰

HUNCSWANZMJLPM-UHFFFAOYSA-N

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應用


  • Amelioration of colitis through modulation of gut microbiota: The metabolite 5-Methyl-ᴅʟ-tryptophan (5-MT), derived from Angelica sinensis polysaccharides, was found to ameliorate colitis by modulating gut microbiota and the TLR4/MyD88/NF-κB signaling pathway. This suggests a potential application of 5-MT in inflammatory bowel disease research and therapy (Zou et al., 2023).

  • Enzymatic synthesis of tryptophan derivatives: A study on the one-pot enantioselective synthesis of (S)-spirobrassinin and non-natural (S)-methylspirobrassinin from amino acids highlights a method using a turnip enzyme. This research outlines a novel approach to synthesizing tryptophan derivatives, potentially useful in biochemical assays (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。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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X H Zhang et al.
Plant physiology, 127(1), 131-141 (2001-09-13)
Anthranilate synthase (AS), the control enzyme of the tryptophan (Trp) biosynthetic pathway, is encoded by nuclear genes, but is transported into the plastids. A tobacco (Nicotiana tabacum) cDNA (ASA2) encoding a feedback-insensitive tobacco AS alpha-subunit was transformed into two different
G Lester
Journal of bacteriology, 96(5), 1768-1773 (1968-11-01)
The in vivo regulation of intermediate reactions in the pathway of tryptophan synthesis in Neurospora crassa was examined in a double mutant (tr-2, tr-3) which lacks the functions of the first and last enzymes in the pathway from chorismic acid
Vered Tzin et al.
The New phytologist, 194(2), 430-439 (2012-02-03)
The shikimate pathway of plants mediates the conversion of primary carbon metabolites via chorismate into the three aromatic amino acids and to numerous secondary metabolites derived from them. However, the regulation of the shikimate pathway is still far from being
Tetsuya Matsukawa et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 57(1-2), 121-128 (2002-04-03)
Oat phytoalexins, avenanthramides, are a series of substituted hydroxycinnamic acid amides with anthranilate. The anthranilate in avenanthramides is biosynthesized by anthranilate synthase (AS, EC 4.1.3.27). Induction of anthranilate synthase activity was investigated in oat leaves treated with oligo-N-acetylchitooligosaccharide elicitors. AS
E I Hyde et al.
European journal of biochemistry, 201(3), 569-579 (1991-11-01)
The Escherichia coli trp repressor binds to the trp operator in the presence of tryptophan, thereby inhibiting tryptophan biosynthesis. Tryptophan analogues lacking the alpha-amino group act as inducers of trp operon expression. We have used one- and two-dimensional 1H-NMR spectroscopy

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