201049-00-5

Upstream product

• 501-53-1 benzyl chloroformate 
• 80525-43-5 N-acetyl (2SR)-(2-⁽²⁾H)-tryptophan 
• 81279-11-0 (2-²H)-L-tryptophan 
• 54-12-6 Trp 
• 177753-04-7 C₁₃H₁₅⁽²⁾HN₂O₂ 
• 177753-05-8 N-(benzyloxycarbonyl)-(2S)-(2-⁽²⁾H)-tryptophan ethyl ester 

Downstream Products

• 177753-06-9 2S-[2-²H]-kynurenine 
• 177753-11-6 N-(benzyloxycarbonyl)-(2S)-(2-⁽²⁾H)-kynurenine 
• 177753-10-5 N-(benzyloxycarbonyl)-(2S)-(2-⁽²⁾H)-kynurenine ethyl ester 

Relevant academic research and scientific papers

Synthesis of 2S-[2-2H]-kynurenine and use in kinetic isotope effect studies with kynureninase

2S-[2-2H]-Kynurenine has been synthesised by two different routes. Diacetylation/racemisation of racemic kynurenine in deuterium oxide followed by acylase catalysed resolution provides the most direct method. The alternative is to prepare 2S-[2-2H]-tryptophan by a similar procedure and then convert this through to 2S-[2-2H]-kynurenine via ozonolysis. Preliminary results on measurements of the primary deuterium isotope effect, and solvent isotope effect, are described.

Two syntheses of 2S-[2-2H]-kynurenine

The synthesis of 2S-[2-2H]-kynurenine is described using two different routes. Diacetylation/racemisation of racemic kynurenine in deuterium oxide followed by acylase catalysed resolution is the most direct route. The alternative is to prepare 2S-[2-2H]-tryptophan by a similar procedure and then convert this through to 2S-[2-2H]-kynurenine via ozonolysis.