(2S)-2-azaniumyl-3-(1-methylindol-3-yl)propanoate
Basic information
- CAS
21339-55-9- Standard SMILES
Cn1cc(C[C@H]([NH3+])C(=O)[O-])c2ccccc21- InChIKey
ZADWXFSZEAPBJS-JTQLQIEISA-N- Molecular formula
- C12H14N2O2
- Average molar mass
- 218.25 g/mol
- Monoisotopic mass
- 218.10552769
Overview
See also: 1-Methyl-L-tryptophan (preferred).
Names & identifiers
- Preferred name
- (2S)-2-azaniumyl-3-(1-methylindol-3-yl)propanoate
- IUPAC
- (2S)-2-azaniumyl-3-(1-methylindol-3-yl)propanoate
- English name
- 1-Methyl-L-tryptophan
- Molecular formula
- C12H14N2O2
- Molecular weight
- 218.25
Names & synonyms
H-METRP-OHH-Trp(1-Me)-OH1-methyl-l-tryptophaABRINEPrecasinABRINE, L-N-ME-TRP-OH(S)-NLG-8189(S)-IndoximodN-ME-TRYPTOPHAN
Database identifiers
- CAS
21339-55-9- PubChem CID
- 6920150
Properties
Computed structural properties
- XLogP
- -0.7
- Topological polar surface area
- 72.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 264
Physicochemical properties
- Melting point
- 300 °C · >300 °C (dec.)(lit.)
- Boiling point
- 429.3 · 429.3±35.0 °C(Predicted)
- Density
- 1.28 · 1.28
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly, Sonicated), DMSO (Slightly）
- form
- White to off-white powder.
- pka
- 2.26 · 2.26±0.10(Predicted)
- color
- Off-White to Pale Beige
- optical activity
- 24 · [α]24/D 8.0°, c = 2 in acetic acid
- Major Application
- peptide synthesis
- 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)/t10-/m0/s1
- InChIKey
- ZADWXFSZEAPBJS-JTQLQIEISA-N
- SMILES
- Cn1cc(C[C@H](N)C(O)=O)c2ccccc12
- FDA UNII
- 0 FY1J13B · XD0FY1J13B
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- YN7135000
- risk_code
- 20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Precautionary statements
- P501-P270-P264-P301+P312+P330
Chemistry & industry
Applications
Uses1-Methyl-L-tryptophan can be used:In the preparation of L-tryptophan-based ligand for regioselective copper catalyzed N2-arylation of 1,2,3-triazoles.As a key starting material for the total synthesis of ()-ardeemin.In the synthesis of cyclic peptide-capped gold nanoparticles as drug delivery systems.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: 1-methyl-L-tryptophan is an indolyl carboxylic acid.
Suppliers
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Compound notes
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