96760-73-5

Upstream product

• 17193-40-7 (S)-4-nitrophenylalanine methyl ester hydrochloride 
• 407-25-0 trifluoroacetic anhydride 
• 63-91-2 L-phenylalanine 
• 23635-30-5 (S)-(-)-methyl N-(trifluoroacetyl)phenylalaninate 

Downstream Products

• 96760-65-5 (S)-3-[4-(2-{4-[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-ylamino]-phenyl}-acetylamino)-phenyl]-2-(2,2,2-trifluoro-acetylamino)-propionic acid methyl ester 
• 96760-74-6 (trifluoroacetyl)-p-amino-L-phenylalanine methyl ester 

Relevant academic research and scientific papers

Synthesis and study of 2-acetyl amino-3-[4-(2-amino-5-sulfo-phenylazo)- phenyl]-propionic acid: A new class of inhibitor for hen egg white lysozyme amyloidogenesis

The compounds capable of blocking the aggregation of amyloidogenic proteins may have therapeutic potentials. We report on the synthesis of 2-acetyl amino-3-[4-(2-amino-5-sulfo-phenylazo)-phenyl]-propionic acid as an HEWL (hen egg white lysozyme) amyloid inhibitor starting from phenylalanine. The compounds arrest the monomers and exhibit anti-aggregating activity. Moreover, the acetyl derivative 1 served as a better inhibitor than the trifluoroacetyl derivative 2 against in vitro amyloid fibrillogenesis of the HEWL model system.

Functionalized congeners of adenosine: Preparation of analogues with high affinity for A1-adenosine receptors

A series of functionalized congeners of adenosine based on N6-phenyladenosine, a potent A1-adenosine receptor agonist, was synthesized. Derivatives of the various congeners should be useful as receptor and histochemical probes and for the preparation of radioligands and affinity columns or as targeted drugs. N6-[4-(Carboxymethyl)phenyl]adenosine served as the starting point for synthesis of the methyl ester, the methyl amide, the ethyl glycinate, and various substituted anilides. One of the latter, N6-[4-[[[4-(carbomethoxymethyl)anilino]carbonyl]methyl]phenyl]adenosine, served as the starting point for the synthesis of another series of congeners including the methyl amide, the hydrazide, and the aminoethyl amide. The terminal amino function of the last congener was acylated to provide further analogues. The various congeners were potent competitive antagonists of binding of N6-[3H]cyclohexyladenosine to A1-adenosine receptors in rat cerebral cortical membranes. The affinity of the congener for the A1 receptor was highly dependent on the nature of the spacer group and the terminal moiety with K(i) values ranging 1-100 nM. A biotinylated analogue had a K(i) value of 11 nM. A conjugate derived from the Bolton-Hunter reagent had a K(i) value of 4.5 nM. The most potent congener contained a terminal [(aminoethyl)amino]carbonyl function and had a K(i) value of less than 1 nM.