80206-30-0

Basic information

• Product Name: L-TRYPTOPHAN
• Synonyms: 1H-Indole-3-alanine (van)
• CAS NO: 80206-30-0
• Molecular Formula: C11H12N2O2
• Molecular Weight: 0
• EINECS: 200-795-6
• Mol File: 80206-30-0.mol
• Article Data: 317

Chemical Properties

• Melting Point: 280-285℃
• Boiling Point: 447.9°C at 760 mmHg
• Flash Point: 224.7°C
• Appearance: /
• Density: 1.362g/cm³
• Vapor Pressure: 8.3E-09mmHg at 25°C
• Refractive Index: 1.697
• Water Solubility: 11.4 g/L (25℃)
• CAS DataBase Reference: L-TRYPTOPHAN(CAS DataBase Reference)
• NIST Chemistry Reference: L-TRYPTOPHAN(80206-30-0)
• EPA Substance Registry System: L-TRYPTOPHAN(80206-30-0)

Safety Data

• Statements: R33:有累积作用的危险‖R40
• Safety Statements: S24/25:
• Hazardous Substances Data: 80206-30-0(Hazardous Substances Data)

Usage

General Description

L-tryptophan is an essential amino acid that is a precursor for the neurotransmitter serotonin as well as the hormone melatonin. It is naturally found in many protein-rich foods such as meat, fish, dairy, and eggs. L-tryptophan is also available as a dietary supplement and is believed to have potential benefits for promoting sleep, improving mood, and reducing symptoms of depression and anxiety. Additionally, L-tryptophan is involved in the synthesis of niacin, a B-vitamin important for energy production and metabolism. However, excessive intake of L-tryptophan supplements may cause side effects such as nausea, dizziness, and headaches, and it can also interact with certain medications. Therefore, it is important to consult with a healthcare professional before using L-tryptophan supplements.

InChI:InChI=1/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m0/s1

Upstream product

• 860375-04-8 formylamino-indol-3-ylmethyl-malonic acid 
• 4354-88-5 acetylamino-indol-3-ylmethyl-malonic acid 
• 120-72-9 indole 
• 302-84-1 serin 
• 3981-36-0 3-chloro-DL-alanine 
• 127-17-3 2-oxo-propionic acid 
• 104331-05-7 rac-3-(1H-indol-3-yl)-2-(benzoylamino)propionic acid methyl ester 
• 81084-87-9 isopropyl (+/-)-tryptophanoate 
• 63767-98-6 N^α-dithiocarboxy-DL-tryptophan 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 17507-43-6 2-benzoylamino-3-indol-3-yl-acrylic acid 
• 7303-49-3 DL-tryptophan methyl ester 
• 56-45-1 L-serin 

Downstream Products

• 16765-80-3 1-benzyl-β-carboline 
• 95817-05-3 N^α-(4-Phenylazo-benzyloxycarbonyl)-L-tryptophan 
• 3262-57-5 [(benzyloxy)carbonyl]glycyl-L-tryptophan 
• 131828-11-0 N^α-(2-Benzyloxyimino-4-methyl-valeryl)-L-tryptophan 
• 3530-75-4 N^α-Phenylcarbamoyl-tryptophan 
• 40678-46-4 (1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid 
• 42438-72-2 (-)-(1S,3S)-1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid 
• 18070-61-6 1-methyl-1,2,3,4-tetrahydro-β-carboline-1,3-dicarboxylic acid 
• 79189-76-7 N²-(chloroacetyl)-DL-tryptophan 
• 149586-34-5 N^α-benzenesulfonyl-tryptophan 
• 89595-64-2 N-carbamoyl-L-tryptophan 
• 57850-17-6 (2S)-2-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoyl]amino}-3-(1H-indol-3-yl)propanoic acid 
• 7303-49-3 DL-tryptophan methyl ester 
• 93873-46-2 N^α-(4-methanesulfonyl-2-nitro-phenyl)-DL-tryptophan 

Relevant articles and documents

Fabrication of mesoporous carbon tube and foam: Application as supports in enantio-selective separation of optically pure amino acid from racemates

The mesoporous monolithic carbon (MMC) foams and carbon tubes were newly fabricated in cmscale using the mixture of triblock copolymers and phenol/HCHO resin precursors. The regular mesoporosity were formed in the body of MMC foam and carbon fibers. In this work, the organic phases containing chiral ARCA adsorbent and a phase transfer catalyst were coated on the surfaces of mesoporous carbon support, and this ARCA/carbon mixture was adopted for the enantioselective separation of amino acid in the circulation system. (S)-ARCA coated MMC support showed high selcetivity up to 90% for the separation of D-type phenylalanine, serine and tryptophan from racemic mixtures.

Biocatalysts from cyanobacterial hapalindole pathway afford antivirulent isonitriles against MRSA

Abstract: The emergence of resistance to frontline antibiotics has called for novel strategies to combat serious pathogenic infections. Methicillin-resistant Staphylococcus aureus [MRSA] is one such pathogen. As opposed to traditional antibiotics, bacteriostatic anti-virulent agents disarm MRSA, without exerting pressure, that cause resistance. Herein, we employed a thermophilic Thermotoga maritima tryptophan synthase (TmTrpB1) enzyme followed by an isonitrile synthase and Fe(II)-α-ketoglutarate-dependent oxygenase, in sequence as biocatalysts to produce antivirulent indole vinyl isonitriles. We report on conversion of simple derivatives of indoles to their C3-vinyl isonitriles, as the enzymes employed here demonstrated broader substrate tolerance. In toto, eight distinct L-Tryptophan derived α-amino acids (7) were converted to their bioactive vinyl isonitriles (3) by action of an isonitrile synthase (WelI1) and an Fe(II)-α-ketoglutarate-dependent oxygenase (WelI3) yielding structural variants possessing antivirulence against MRSA. These indole vinyl isonitriles at 10 μg/mL are effective as antivirulent compounds against MRSA, as evidenced through analysis of rabbit blood hemolysis assay. Based on a homology modelling exercise, of enzyme-substrate complexes, we deduced potential three dimensional alignments of active sites and glean mechanistic insights into the substrate tolerance of the Fe(II)-α-ketoglutarate-dependent oxygenase. Graphic abstract: [Figure not available: see fulltext.]

Method for photolysis of amido bonds

The invention discloses a method for photo-splitting amido bonds, wherein the method is mild in reaction condition and can realize splitting of amido bonds by using illumination. The method for photo-splitting the amido bonds comprises the following steps: reacting 2,4-dinitrofluorobenzene with an amino group of a substance which contains alpha amino acid at the tail end and is shown as a structural formula I to generate a compound 1 represented by a structural formula II; and under light irradiation, carrying out amido bond cleavage reaction on the compound 1, wherein R1 is a side chain group of alpha-amino acid, and R2 is aryl, aliphatic hydrocarbon, -CH(R)-COOH or polypeptide.