M0534
5-Methyl-DL-tryptophan
tryptophan analog
Synonym(s):
5-Methyltryptophan
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| Size/SKU | Availability | Price |
|---|---|---|
250 mg | Check Cart for Availability | $291.00 |
1 g | Available to ship TODAYfromMILWAUKEE | $580.00 |
About This Item
Empirical Formula (Hill Notation):
C12H14N2O2
CAS Number:
Molecular Weight:
218.25
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
EC Number:
213-453-6
Beilstein/REAXYS Number:
20225
MDL number:
Quality Segment
assay
≥97% (HPLC)
form
powder
color
white to faint yellow
mp
280-282 °C
application(s)
peptide synthesis
storage temp.
2-8°C
SMILES string
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
Application
- 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).
Biochem/physiol Actions
5-Methyl-DL-tryptophan inhibits the synthesis of anthranilate compounds that are the first steps in the biosynthesis of tryptophan in Neurospora crassa. 5-Methyl-DL-tryptophan is a corepressor of the E. coli trp repressor.
5-Methyl-DL-tryptophan may be used to select genetic mutants of PS strain of Methanococcus voltae (archaebacteria). 5-Methyl-tryptophan is a repressor trp operon expression. 5-Methyl-tryptophan is a substrate for tryptophanase. 5-Methyl-tryptophan inhibits the induction of anthranilate synthase activity by elicitors in oats.
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This Item | |||
|---|---|---|---|
| description tryptophan analog | description ≥98% (TLC) | description 95% | description ≥99.0% (TLC) |
| form powder | form powder | form lumps and powder | form powder |
| assay ≥97% (HPLC) | assay ≥98% (TLC) | assay 95% | assay ≥99.0% (TLC) |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. - | storage temp. 2-8°C |
| color white to faint yellow | color white | color - | color - |
| Quality Level 200 | Quality Level 200 | Quality Level 100 | Quality Level 100 |
| mp 280-282 °C | mp - | mp 242-245 °C (lit.) | mp - |
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Gloves, type N95 (US)
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