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1-Methyl-L-tryptophan

1-Methyl-L-tryptophan structure

CAS No.: 21339-55-9

Chemical Name:: 1-Methyl-L-tryptophan

Synonyms: ABRINE;Precasin;ABRINE, L-;H-METRP-OH;N-ME-TRP-OH;(S)-NLG-8189;(S)-Indoximod;H-Trp(1-Me)-OH;N-ME-TRYPTOPHAN;1-methyltryptophan

CBNumber:: CB6744979

Molecular Formula:: C12H14N2O2

Molecular Weight:: 218.25

MDL Number:: MFCD00467133

MOL File:: 21339-55-9.mol

MSDS File:: SDS

Last updated:2026-02-25 19:46:50

Product description	Number	Pack Size	Price
1-Methyl-L-tryptophan 95%	447439	1g	$45.84
1-Methyl-L-tryptophan 95%	447439	5g	$180
1-Methyl-L-tryptophan	M3815	200MG	$49
1-Methyl-L-tryptophan	M3815	1G	$147
(S)-2-Amino-3-(1-methyl-1h-indol-3-yl)propanoicAcid	A613855	50mg	$80
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1-Methyl-L-tryptophan Properties

Melting point	>300 °C (dec.)(lit.)
Boiling point	429.3±35.0 °C(Predicted)
Density	1.28
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
solubility	Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly, Sonicated), DMSO (Slightly）
pka	2.26±0.10(Predicted)
form	White to off-white powder.
color	Off-White to Pale Beige
optical activity	[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	XD0FY1J13B
UNSPSC Code	12352209
NACRES	NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P501-P270-P264-P301+P312+P330
PPE	Eyeshields, Gloves, type N95 (US)
Hazard Codes	Xn
Risk Statements	20/21/22
Safety Statements	36
WGK Germany	3
RTECS	YN7135000
Storage Class	11 - Combustible Solids

1-Methyl-L-tryptophan price More Price(27)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	447439	1-Methyl-L-tryptophan 95%	21339-55-9	1g	$45.84	2025-07-31	Buy
Sigma-Aldrich	447439	1-Methyl-L-tryptophan 95%	21339-55-9	5g	$180	2025-07-31	Buy
TCI Chemical	M3815	1-Methyl-L-tryptophan	21339-55-9	200MG	$49	2025-07-31	Buy
TCI Chemical	M3815	1-Methyl-L-tryptophan	21339-55-9	1G	$147	2025-07-31	Buy
TRC	A613855	(S)-2-Amino-3-(1-methyl-1h-indol-3-yl)propanoicAcid	21339-55-9	50mg	$80	2021-12-16	Buy

Product number	Packaging	Price	Buy
447439	1g	$45.84	Buy
447439	5g	$180	Buy
M3815	200MG	$49	Buy
M3815	1G	$147	Buy
A613855	50mg	$80	Buy

1-Methyl-L-tryptophan Chemical Properties,Uses,Production

Chemical Properties

Off-white crystalline powder, soluble in methanol, slightly soluble in water, insoluble in ether, soluble in dilute acids and dilute bases, from the seeds of the legume Acacia precatorius, Chickweed Abrus fruticulosus.

Uses

1-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.

Definition

ChEBI: 1-methyl-L-tryptophan is an indolyl carboxylic acid.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

73-22-3

74-88-4

21339-55-9

The general procedure for the synthesis of acacia alkaloids from L-tryptophan and iodomethane was as follows: 10.2 g of L-tryptophan was dissolved in 130 mL of dimethylsulfoxide (DMSO), and 5 g of sodium hydroxide was added in batches over a 30-minute period under nitrogen protection. After addition, the reaction system was stirred at room temperature for 1 h. Subsequently, the reaction system was cooled to 0 °C. A 30 mL solution of DMSO with 7.46 g of iodomethane was slowly added dropwise for a controlled time of 30 minutes. After the dropwise addition, the reaction was continued for 15 hours. After completion of the reaction, 50 mL of water was added to the system to quench the reaction. The reaction mixture was poured into 400 mL of ether and a large solid was precipitated and filtered. The resulting solid was dissolved in water and the pH was adjusted to 6-7 with concentrated hydrochloric acid, and the solid was again precipitated. Filtered and dried to give 8.7 g of white powdery product (80% yield, melting point 269°C). The product was analyzed by 1H-NMR, 13C-NMR, IR spectroscopy and mass spectrometry according to standard methods. The analytical results (not shown) confirmed that the resulting solid was 1-methyltryptophan with 100% purity.

in vivo

(S)-Indoximod (5 mg/day, i.p. for 3 weeks) reverses the Bacillus Calmette-Guerin (BCG)-induced neurotoxicity in mice^[3].
(S)-Indoximod (200 mg/kg, oral gavage) shows delayed, lasts longer renoprotective effect than D isomer, and increases survival in the IRI rat model^[4].
(S)-Indoximod (1-9 mg/kg, i.p.) reverses cognitive, anxiety, and depressive-like behavior in bile duct ligation (BDL) rats^[5].

Animal Model:	Bile duct ligation (BDL) rats^[5]
Dosage:	1-9 mg/kg
Administration:	i.p., After the rats recovered for 7 days from BDL surgery.
Result:	Increased the sucrose preference. Prevents the increased number of buried marbles. Improved learning and memory function.

References

[1] Journal of Organic Chemistry, 2009, vol. 74, # 1, p. 298 - 304
[2] Patent: CN105367477, 2016, A. Location in patent: Paragraph 0047; 0048; 0049
[3] Chemistry - A European Journal, 2014, vol. 20, # 46, p. 15021 - 15030
[4] Organic and Biomolecular Chemistry, 2006, vol. 4, # 2, p. 291 - 298

1-Methyl-L-tryptophan Preparation Products And Raw materials

Raw materials

L-Tryptophan Iodomethane Sodium hydroxide Dimethyl sulfoxide Sodium amide

Preparation Products

1-Methyl-L-tryptophan Suppliers

Global( 209)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Capot Chemical Co.,Ltd.	+86-（0）57185586718; +8613336195806	sales@capot.com	China	29735	60
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3619	58
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29831	58
Jinan Carbotang Biotech Co.,Ltd.	+8615866703830	figo.gao@foxmail.com	China	8497	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19552	58
TargetMol Chemicals Inc.	+1-781-999-5354; +17819995354	marketing@targetmol.com	United States	32470	58
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418671 +8618949823763	sales@tnjchem.com	China	34563	58
Apeloa Pharmaceutical Co., Ltd.	+86-0571-87635730 +8613588737631	chem1022@hengdian-group.com	China	1478	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	19182	58
Wuhan Nutra Biotechnology Co.,Ltd	+8617786394783	nutrabiotech@outlook.com	China	300	58

Supplier	Advantage
Capot Chemical Co.,Ltd.	60
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Jinan Carbotang Biotech Co.,Ltd.	58
BOC Sciences	58
TargetMol Chemicals Inc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
Apeloa Pharmaceutical Co., Ltd.	58
Dideu Industries Group Limited	58
Wuhan Nutra Biotechnology Co.,Ltd	58

View Lastest Price from 1-Methyl-L-tryptophan manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-02-25	(S)-Indoximod 21339-55-9	US $0.00 / removed		99.69%	10g	TargetMol Chemicals Inc.
2024-11-01	1-Methyl-L-tryptophan;L-abrine 21339-55-9	US $150.00-0.00 / g	1g	98%+	100kgs	Wuhan Nutra Biotechnology Co.,Ltd
2023-02-13	(S)-Indoximod 21339-55-9	US $80.00 / kg	1kg	99%	100MT	Hebei baicao biology science and technology co., ltd

(S)-Indoximod
21339-55-9
US $0.00 / removed
99.69%
TargetMol Chemicals Inc.

1-Methyl-L-tryptophan;L-abrine
21339-55-9
US $150.00-0.00 / g
98%+
Wuhan Nutra Biotechnology Co.,Ltd

(S)-Indoximod
21339-55-9
US $80.00 / kg
99%
Hebei baicao biology science and technology co., ltd

1-Methyl-L-tryptophan Spectrum

1-Methyl-L-tryptophan(21339-55-9)¹HNMR 1-Methyl-L-tryptophan(21339-55-9)IR

21339-55-9(1-Methyl-L-tryptophan)Related Search:

BOC-TRP(FOR)-OH FMOC-METRP(BOC)-OH H-TRP(BOC)-OH Fmoc-Trp(Boc)-OH BOC-TRP(BOC)-OH

1-Methyl-L-tryptophan Z-TRP(BOC)-OH DCHA DL-5-METHYLTRYPTOPHAN L-a-Methyltryptophan,S-2-METHYLTRYPTOPHAN,L-α-Methyltryptophan L-Tryptophan

TRYPTAMINE HYDROCHLORIDE L-Abrine ABRINE, L-(P),ABRINE, L-(RG) BOC-TRP(HOC) BOC-TPI(FOR)-OH

H-TRP(BOC)-OTBU HCL FMOC-TRP(BOC)-OPFP FMOC-METRP-OH

1of4

1-methyl-l-tryptopha N-A-METHYL-L-TRYPTOPHAN N ALPHA-METHYL-L(+)-TRYPTOPHAN N-ALPHA-METHYL-L-TRYPTOPHAN N-METHYLTRYPTOPHAN N-ME-TRP-OH N-ME-TRYPTOPHAN N-METHYL-L-TRYPTOPHAN (2S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid (2S)-2-amino-3-(1-methylindol-3-yl)propanoic acid 1-methyltryptophan ABRINE ABRINE, L- 1-Methyl-L-tryptophane Precasin H-METRP-OH (S)-2-amino-3-(1-methyl-1H-indol-3-yl)propanoic acid 2-amino-3-(1-methylindol-3-yl)propanoic acid 2-amino-3-(1-methylindol-3-yl)propionic acid 2-azanyl-3-(1-methylindol-3-yl)propanoic acid (αS)-1-Methyl-α-amino-1H-indole-3-propanoic acid (αS)-α-Amino-1-methyl-1H-indole-3-propanoic acid L-(-)-1-Methyltryptophan L-1-Methyltryptophan H-Trp(1-Me)-OH 1-Methyl-L-tryptophan 1-METHYL-L-TRYPTOPHAN Abrine/1-Methyl-L-tryptophan 1-Methyl-L-tryptophan USP/EP/BP (S)-Indoximod (2S)-2-amino-3-(1-methylindol-3-yl)propanoicaci (S)-NLG-8189 21339-55-9 21339-55-1 C10H9NNHCH3COOH Amino Acid Derivatives Tryptophans Indoles N-Methyl Amino Acids Peptide Synthesis Specialty Synthesis Unnatural Amino Acid Derivatives Tryptophan Indoles and derivatives Amino Acid Derivatives Peptide Synthesis Tryptophan amino acid