N-Acetyl-L-tryptophan


  • CAS 1218-34-4
  • Purity 99%
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  • Molecular Formula: C13H14N2O3
  • Molecular Weight: 246.266
  • Appearance/Colour: solid 
  • Vapor Pressure: 1.32E-14mmHg at 25°C 
  • Melting Point: 186 °C 
  • Refractive Index: 1.645 
  • Boiling Point: 586.6 °C at 760 mmHg 
  • PKA: 3.65±0.10(Predicted) 
  • Flash Point: 308.6 °C 
  • PSA: 82.19000 
  • Density: 1.33g/cm3 
  • LogP: 1.69060 

N-Acetyl-L-tryptophan(Cas 1218-34-4) Usage

Safety Profile

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

Definition

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

InChI:InChI=1/C13H14N2O3/c1-8(16)15-12(13(17)18)6-9-7-14-11-5-3-2-4-10(9)11/h2-5,7,12,14H,6H2,1H3,(H,15,16)(H,17,18)/t12-/m0/s1

1218-34-4 Relevant articles

Biosynthesis of violacein: Origins of hydrogen, nitrogen and oxygen atoms in the 2-pyrrolidone nucleus

Hoshino,Takano,Hori,Ogasawara

, p. 2733 - 2741 (1987)

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Oversby

, p. 1393 (1958)

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A fundamental study of amadori rearrangement products in reducing sugar-amino acid model system by electrospray ionization mass spectrometry and computation

Zhang,Ruan,Wang,Ruan,Shao,Aalhus,Juárez

, p. 2941 - 2944 (2014)

It is crucial to characterize Amadori re...

Reaction of vitamin e compounds with n-nitrosated tryptophan derivatives and its analytical use

Mueller, Karsten,Korth, Hans-Gert,De Groot, Herbert,Kirsch, Michael

, p. 7532 - 7542 (2007)

We recently showed that nitrosated trypt...

Comparison of HNO reactivity with tryptophan and cysteine in small peptides

Keceli, Gizem,Moore, Cathy D.,Toscano, John P.

, p. 3710 - 3713 (2014)

Recent discoveries of important pharmaco...

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Huang,Niemann

, p. 1541,1547 (1951)

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The biosynthetic pathway of crucifer phytoalexins and phytoanticipins: De novo incorporation of deuterated tryptophans and quasi-natural compounds

Pedras, M. Soledade C.,Okinyo-Owiti, Denis P.,Thoms, Ken,Adio, Adewale M.

, p. 1129 - 1138 (2009)

Although several biosynthetic intermedia...

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Shabica,Tishler

, p. 3251 (1949)

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Studies on acylase activity and microorganisms. VIII. Enzymatic hydrolysis of 6-N-benzoyl-L-lysine.

KAMEDA,TOYOURA,KIMURA,MATSUI

, p. 394 - 395 (1958)

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Kinetics and Mechanism of the Nitrosation of N-Acetyltryptophan and of the Denitrosation of N-Acetyl-N1-nitrosotryptophan

Castro, Albino,Iglesias, Emilia,Leis, J. Ramon,Pena, M. Elena,Tato, Jose Vazquez,Williams, D. Lyn H.

, p. 1165 - 1168 (1986)

Both the formation and the denitrosation...

Hydrogen/deuterium exchange of cross-linkable α-amino acid derivatives in deuterated triflic acid

Wang, Lei,Murai, Yuta,Yoshida, Takuma,Okamoto, Masashi,Masuda, Katsuyoshi,Sakihama, Yasuko,Hashidoko, Yasuyuki,Hatanaka, Yasumaru,Hashimoto, Makoto

, p. 1129 - 1134 (2014)

In this paper we report here a hydrogen/...

Crosslinking of imprinted proteases to maintain a tailor-made substrate selectivity in aqueous solutions

Peissker, Fabian,Fischer, Lutz

, p. 2231 - 2237 (1999)

A covalent method to keep imprinted prop...

Catecholamine-induced release of nitric oxide from N-nitrosotryptophan derivatives: A non-enzymatic method for catecholamine oxidation

Kytzia, Anna,Korth, Hans-Gert,De Groot, Herbert,Kirsch, Michael

, p. 257 - 267 (2006)

In recent years, interest in the physiol...

Influence of the Hetercyclic Ring on the Asymmetric Synthesis of β-Hetarylalanines by Homogeneous Catalytic Hydrogenation

Cativiela, Carlos,Mayoral, Jose A.,Melendez, Enrique,Oro, Luis A.,Pinillos, Maria T.,Uson, Rafael

, p. 2502 - 2504 (1984)

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Snyder,MacDonald

, p. 1257,1258 (1955)

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Structure-activity relationship studies of dipeptide-based hepsin inhibitors with Arg bioisosteres

Kwon, Hongmok,Ha, Hyunsoo,Jeon, Hayoung,Jang, Jaebong,Son, Sang-Hyun,Lee, Kiho,Park, Song-Kyu,Byun, Youngjoo

supporting information, (2020/12/25)

Hepsin is a type II transmembrane serine...

Tryptophan derivative and application thereof

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Paragraph 0192-0194, (2020/05/30)

The invention discloses a tryptophan der...

Reactivity of α-Amino Acids in the Reaction with Esters in Aqueous–1,4-Dioxane Media

Kochetova,Kustova,Kuritsyn

, p. 80 - 85 (2018/03/09)

The kinetics of the reaction of a series...

Synthesis and evaluation of oxindoles as promising inhibitors of the immunosuppressive enzyme indoleamine 2,3-dioxygenase 1

Paul, Saurav,Roy, Ashalata,Deka, Suman Jyoti,Panda, Subhankar,Srivastava, Gopal Narayan,Trivedi, Vishal,Manna, Debasis

, p. 1640 - 1654 (2017/08/22)

Indoleamine 2,3-dioxygenase 1 (IDO1) is ...

1218-34-4 Process route

4-nitrophenol acetate
830-03-5

4-nitrophenol acetate

L-Tryptophan
73-22-3,27732-43-0,80206-30-0,27813-82-7

L-Tryptophan

4-nitro-phenol
100-02-7,78813-13-5,89830-32-0

4-nitro-phenol

N-AcTrp
1218-34-4

N-AcTrp

Conditions
Conditions Yield
β‐cyclodextrin; In water; dimethyl sulfoxide; at 25 ℃; Rate constant; Mechanism; various conditions;
N-acetyl-L-triptophanyl-L-leucine amide
65356-77-6

N-acetyl-L-triptophanyl-L-leucine amide

H-L-Leu-NH<sub>2</sub>
687-51-4,13079-20-4,13366-40-0,15893-47-7

H-L-Leu-NH2

N-AcTrp
1218-34-4

N-AcTrp

Conditions
Conditions Yield
With pH=7; α-chymotrypsin; In water; ethyl acetate; Equilibrium constant;

1218-34-4 Upstream products

  • 56-23-5
    56-23-5

    tetrachloromethane

  • 108-24-7
    108-24-7

    acetic anhydride

  • 73-22-3
    73-22-3

    L-Tryptophan

  • 1218-34-4
    1218-34-4

    N-acetyl-DL-tryptophan

1218-34-4 Downstream products

  • 2382-80-1
    2382-80-1

    N-acetyl-L-tryptophane ethyl ester

  • 10022-82-9
    10022-82-9

    D,L-1-Methyl-3,4-dihydro-β-carboline-3-carboxylic acid

  • 73-22-3
    73-22-3

    L-Tryptophan

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