143799-93-3

Upstream product

• 87976-65-6 (S)-tert-butyl (1-((2-hydroxyethyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 7625-57-2 methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate 
• 17612-91-8 1-[(2-aminoethyl)sulfanyl]ethan-1-one hydrochloride 
• 3674-06-4 Boc-Phe-ONSu 
• 143799-88-6 tert-butyl 1-(2-bromoethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 147529-79-1 Thioacetic acid S-[2-((S)-2-amino-3-phenyl-propionylamino)-ethyl] ester; compound with trifluoro-acetic acid 
• 53329-36-5 L-phenylalanyltaurine 

Relevant academic research and scientific papers

Synthesis and radioprotective activity of new N-(amino acid)-S-acetylcysteamine and cystamine derivatives

In order to evaluate the influence of an amino acid conjugation (Sar,Ser, Phe, Pro, Thz) on S-acetylcysteamine, cystamine, N-(amino acid)-S-acetylcysteamine (14-18) and N,N'-bis (amino acid) cystamine (24-28) derivatives have been synthesized and evaluated as potential radioprotectors. Their toxicity and radioprotective activity, as the dose reduction factor (DRF) have been determined (in vivo; ip) and compared with cysteamine and cystamine parent compounds: N-glycyl-S-acetylcysteamine trifluoroacetate 1 and N,N'-bis (glycyl)cystamine bis (trifluoroacetate) 2. Among these compounds, 14 (Sar), 15 (Ser), 15a [Ser (Ac)], 16 [Phe], 24 (Sar) had significant radioprotective activity.

Simple Peptides. VII. The Chemical Conversions of C-Terminal α-Amino Acids in Peptides into Unsubstituted or 2-Substituted Taurine via S-Acetylthio- or Halogeno-Intermediates

The syntheses of ten dipeptides 5a-c, e, f, h-j, l and m, containing taurine or its 2-substituted derivatives, are described: C-terminal a-amino acids in the dipeptides were chemically converted to the taurines by two main routes.One involves the successive conversion of N-tert-butoxycarbonyl(Boc)-protected dipeptide esters 1 into the 2-(Boc-aminoacyl)aminoethanols 2 and thence into their acetylthio derivatives 4 via β-bromoethylamides 3, followed by the performic acid oxidation of the acetylthio into a sulpho group to give the deprotected taurine dipeptides 5.In the other, 2 was converted into 5 using the substitution reaction of a sulpho group for a halogen or mesyl group via the corresponding β-halogenoethyl or β-(methanesulphonyl)-oxyethyl amides, 3,9 or 7.The preparation of intrinsic γ-L-Glu-Tau (glutaurine) 12a and its D-isomer 12b from the acetylthio derivatives 11a and 11b by performic acid oxidation is also described as examples of the use of S-acetylcysteamine for a taurine precursor.