ChemicalBook > CAS DataBase List > N-Acetyl-L-tryptophan

N-Acetyl-L-tryptophan

Product Name
N-Acetyl-L-tryptophan
CAS No.
1218-34-4
Chemical Name
N-Acetyl-L-tryptophan
Synonyms
Ac-Try;AC-TRP-OH;Ace-Trp-OH;N-Ac-L-Trp;Ac-L-Trp-OH;l-tryptopha;Acetyl-L-trp;AC-TRYPTOPHAN;N-Ac-L-Trp-OH;N-Ac-Tryptohan
CBNumber
CB1259533
Molecular Formula
C13H14N2O3
Formula Weight
246.26
MOL File
1218-34-4.mol
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N-Acetyl-L-tryptophan Property

Melting point:
186°C
alpha 
+24.0～+30.0°(20℃/D)(c=1,C2H5OH)
Boiling point:
389.26°C (rough estimate)
Density 
1.1855 (rough estimate)
refractive index 
1.6450 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka
3.65±0.10(Predicted)
form 
Powder
color 
White to Off-white
Stability:
Stable. Incompatible with strong oxidizing agents.
LogP
0.702 (est)
CAS DataBase Reference
1218-34-4(CAS DataBase Reference)
NIST Chemistry Reference
L-tryptophan, n-acetyl-(1218-34-4)
EPA Substance Registry System
L-Tryptophan, N-acetyl- (1218-34-4)
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Safety

WGK Germany 
2
RTECS 
YN6160000
TSCA 
Yes
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A6376
Product name
N-Acetyl-L-tryptophan
Packaging
10g
Price
$80.4
Updated
2025/07/31
Sigma-Aldrich
Product number
A0208000
Product name
<I>N</I>-Acetyltryptophan
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
125 mg
Price
$236
Updated
2025/07/31
Sigma-Aldrich
Product number
1700523
Product name
Tryptophan Related Compound B
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25mg
Price
$1290
Updated
2025/07/31
TCI Chemical
Product number
A0121
Product name
N-Acetyl-L-tryptophan
Purity
>98.0%(HPLC)
Packaging
1g
Price
$17
Updated
2025/07/31
TCI Chemical
Product number
A0121
Product name
N-Acetyl-L-tryptophan
Purity
>98.0%(HPLC)
Packaging
25g
Price
$78
Updated
2025/07/31
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N-Acetyl-L-tryptophan Chemical Properties,Usage,Production

Chemical Properties

solid

Uses

N-Acetyl-L-Tryptophan, is a derivative of L-Tryptophan (T947210), that can be used as competitive inhibitor to identify and characterize tryptophanases. It can also be used as an NK1 tachykinin receptor antagonist, that may help to develop a novel therapeutic intervention for the treatment of reperfusion injury in acute ischemic stroke.

Definition

ChEBI: A N-acetyl-L-amino acid that is the N-acetyl derivative of L-tryptophan.

Biological Activity

N-Acetyl-L-tryptophan (NAT, Ac-Trp-OH) is used a substance P NK1 tachykinin receptor antagonist. N-Acetyl-L-tryptophan is also used as a competitive inhibitor to identify, differentiate and characterized tryptophanase(s).

Safety Profile

Moderately toxic by some routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOX,.

Synthesis

75-36-5

73-22-3

1218-34-4

4.1.8.4 Synthesis of N-acetyl-L-tryptophan (10b) L-tryptophan (1.00 g, 4.95 mmol) was dissolved in a mixed solution of acetone (20 mL) and 2 N NaOH (15 mL). Acetyl chloride (0.821 mL, 9.90 mmol) was added slowly and dropwise at room temperature, while 2 N NaOH was added to maintain the pH of the reaction system greater than 10. The reaction mixture was stirred at room temperature for 1 hr. Upon completion of the reaction, the acetone was removed by vacuum evaporation and the remaining aqueous phase was acidified to acidity with 3 N HCl. The aqueous phase was extracted with ethyl acetate (3 × 50 mL) and the organic phase was combined. The organic phase was washed with saturated saline and dried over anhydrous Na2SO4. The organic phase was concentrated under reduced pressure to give N-acetyl-L-tryptophan 10b (0.96 g, 80% yield) as a colorless solid.ESI/MS m/z: 246.1 [M + H]+; 1H NMR (500 MHz, DMSO) δ 12.55 (s, 1H), 10.84 (s, 1H), 8.14 (d, J = 8.0 Hz, 1H), 7.52 (d, J = 8.0 Hz, 1H), 7.33 (d, J = 8.0 Hz, 1H), 7.13 (d, J = 2.0 Hz, 1H), 7.06 (dd, J = 11.0, 4.0 Hz, 1H), 6.98 (t, J = 7.5 Hz, 1H), 4.46 (td, J = 8.5, 5.0 Hz, 1H), 3.15 (dd, J = 14.5, 5.0 Hz, 1H), 2.98 (dd, J = 14.5, 8.5 Hz, 1H), 1.80 (s, 3H).

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 6089 - 6104

N-Acetyl-L-tryptophan Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Acetyl-L-tryptophan manufacturers

Moxin Chemicals
Product
N-Acetyl-L-Tryptophan 1218-34-4
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
99%+ HPLC
Supply Ability
1000
Release date
2025-06-20
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Ac-L-Trp-OH 1218-34-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T
Release date
2023-12-18
Wuhan Demeikai Biotechnology Co., Ltd
Product
N-Acetyl-L-Tryptophan 1218-34-4
Price
US $10.00/Kg/Bag
Min. Order
10g
Purity
99
Supply Ability
1000KG
Release date
2021-12-21

1218-34-4, N-Acetyl-L-tryptophanRelated Search:

L-5-Hydroxytryptophan Acetylacetone L-Tryptophan Acetyl chloride Acetyl coenzyme A sodium salt N-Acetyl-L-cysteine N-Acetyl-L-isoleucine 2-Acetylaminopropionic acid N-Acetyl-L-asparagine N-Acetyl-L-valine N-ACETYL-D-PHENYLALANINE 2-Acetylamino-propionic acid N-Acetyl-D-methionine N-Acetyl-DL-aspartic acid AC-ALA-NH2 N-Acetylneuraminic acid 5-Hydroxytryptophan 2-(1H-indol-3-yl)acetaldehyde

  • ACETYL-L-TRYPTOPHANE
  • ACETYL-L-TRYPTOPHAN
  • AC-TRP-OH
  • AC-TRYPTOPHAN
  • L-N-ACETYL-2-AMINO-3-(3-INDOLYL)PROPIONIC ACID
  • (S)-2-acetaMido-3-(1H-indol-3-yl)propanoic acid
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  • N-Ac-Tryptohan
  • N-ACETYL-L-TRYPTOPHAN extrapure for biochemistry
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  • 2-acetamido-3-(1H-indol-3-yl)propionic acid
  • Ac-Trp-OH ,≥99%
  • Tryptophan Related Compound B (25 mg) (N-Acetyl-L-Tryptophan)
  • (2S)-2-acetaMido-3-(1H-indol-3-yl)propanoic acid
  • Tryptophan IMpurity A
  • N-Acetyl-L-Tryptophen
  • N-ACETYL-L-TRYPTOPHAN:AC-TRP-OH
  • Ace-Trp-OH
  • Ac-L-Trp-OH
  • N-alpha-Actetyl-L-tryptophane
  • L-ACETYLTRYPTOPHAN
  • H-N-ACETYL-TRP-OH
  • RARECHEM AH BS 0070
  • TRYPTOPHAN, N-ACETYL-
  • (S)-N-Acetyltryptophan
  • Acetyl-L-trp
  • Ac-Try
  • l-tryptopha
  • L-Tryptophan, N-acetyl-
  • n-acetyl-l-tryptopha
  • Tryptophan, acetyl
  • N-ACETYL-L-TRYTOPHAN
  • N-ACETYL-L-TRYPTOPHAN
  • N-ACETYL-TRP-OH
  • N-ACETYL-TRYPTOPHAN
  • N-ALPHA-ACETYL-L-TRYPTOPHAN
  • N-Ac-L-Trp-OH
  • Nα-Acetyl-L-tryptophan≥ 99.5% (HPLC)
  • Tryptophan, N-acetyl-, L-
  • Tryptophan Impurity 18
  • N-acetyl-L-pryptophn
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  • acetyl-laevo-tryptophan
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  • N-Acetyl-L-tryptophan sodium excipient
  • N-Acetyl-L-Tryptophan ExiPlus, Multi-Compendial, 99%
  • N-Acetyl-L-Tryptophan extrapure, 99%
  • Tryptophan Related Compound B (N-Acetyl-L-Tryptophan) (1700523)
  • Tryptophan USP Related Compound B
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  • N-Acetyl-<sc>L</sc>-tryptophan
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