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α-Methyl-DL-tryptophan

CAT: 0804-HY-W142080-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W142080-01Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
α-Methyl-DL-tryptophan (α-Methyltryptophan), a tryptophan derivative, is a selective SLC6A14 blocker. In estrogen receptor (ER) -positive breast cancer cells, α-Methyl-DL-tryptophan inhibits mTOR and activates autophagy and apoptosis. α-Methyl-DL-tryptophan also has the effect of reducing weight[1][2].
CAS Number
153-91-3
Product Name Alternative
α-Methyltryptophan
UNSPSC
12352209
Hazard Statement
H302, H312, H332
Target
Amino Acid Derivatives; Apoptosis; Autophagy; mTOR
Type
Peptides
Related Pathways
Apoptosis; Autophagy; Others; PI3K/Akt/mTOR
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/α-methyl-dl-tryptophan.html
Purity
99.92
Solubility
DMSO : 8.33 mg/mL (ultrasonic; warming; heat to 60°C) |Ethanol : 10 mg/mL (ultrasonic)
Smiles
CC(CC1=CNC2=CC=CC=C12)(C(=O)O)N
Molecular Formula
C12H14N2O2
Molecular Weight
218.26
Precautions
H302, H312, H332
References & Citations
[1]Karunakaran S, et al. SLC6A14 (ATB0, +) protein, a highly concentrative and broad specific amino acid transporter, is a novel and effective drug target for treatment of estrogen receptor-positive breast cancer. J Biol Chem. 2011 Sep 9;286 (36) :31830-8. |[2]Sathish Sivaprakasam, et al. α-Methyl-l-tryptophan as a weight-loss agent in multiple models of obesity in mice. Biochem J. 2021 Apr 16;478 (7) :1347-1358.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Peptides
Clinical Information
No Development Reported

Chemical Information

alpha-Methyltryptophan

Alpha-methyl-DL-tryptophan is an alpha-amino acid.

CAS Number153-91-3
PubChem CID95438
IUPAC Name2-amino-3-(1H-indol-3-yl)-2-methylpropanoic acid
Molecular FormulaC12H14N2O2
Molecular Weight218.25
XLogP-0.9
Topological Polar Surface Area79.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity282
SMILES
CC(CC1=CNC2=CC=CC=C21)(C(=O)O)N
InChI
InChI=1S/C12H14N2O2/c1-12(13,11(15)16)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,14H,6,13H2,1H3,(H,15,16)
InChIKey
ZTTWHZHBPDYSQB-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of alpha-Methyltryptophan
CAS: 153-91-3
CID: 95438
Formula: C12H14N2O2
MW: 218.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight218.25
XLogP3-0.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass218.105527694
Monoisotopic Mass218.105527694
Topological Polar Surface Area79.1 Ų
Heavy Atom Count16
Formal Charge0
Complexity282
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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