78746-23-3

Upstream product

• 74257-60-6 (S)-tert-butyl 2-((S)-1-(benzyloxy)-1-oxo-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate 
• 188048-61-5 (S)-2-((S)-1-Benzyloxycarbonyl-2-phenyl-ethylcarbamoyl)-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 962-39-0 L-Phenylalanine benzyl ester 
• 71989-31-6 Fmoc-Pro-OH 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 2462-32-0 L-phenylalanine benzyl ester hydrochloride 
• 1738-78-9 L-phenylalanine benzyl ester p-toluene-sulfonic acid salt 

Downstream Products

• 78746-24-4 N-Boc-L-(benzyl)histidyl-L-prolyl-L-phenylalanine benzyl ester 
• 129988-00-7 (S)-2-[((S)-1-Methoxyoxalyl-pyrrolidine-2-carbonyl)-amino]-3-phenyl-propionic acid benzyl ester 
• 220187-37-1 N-(2-Methoxycarbonylphenylsulfonyl)-L-prolyl-L-phenylalanine benzyl ester 
• 126706-69-2 C₆₆H₈₀N₈O₁₀ 
• 126706-67-0 (S)-2-{[(S)-1-((S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-{(2S,3S)-2-[(S)-3-(4-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionylamino]-3-methyl-pentanoylamino}-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionic acid benzyl ester 
• 738550-99-7 (S)-2-({(S)-1-[(S)-2-{(2S,3S)-2-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester 
• 759423-68-2 (S)-2-({(S)-1-[(S)-2-{(2S,3S)-2-[(S)-2-Amino-3-(4-benzyloxy-phenyl)-propionylamino]-3-methyl-pentanoylamino}-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester 
• 126706-65-8 (S)-2-({(S)-1-[(S)-3-(1-Benzyl-1H-imidazol-4-yl)-2-((2S,3S)-2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester 
• 109068-26-0 (S)-2-({(S)-1-[(S)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester 
• 78746-26-6 (S)-2-({(S)-1-[(S)-2-Amino-3-(1-benzyl-1H-imidazol-4-yl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionic acid benzyl ester 

Relevant academic research and scientific papers

Total Synthesis of Gombamide A

The first total synthesis of Gombamide A (1), a cytotoxic cyclic thiopeptide from the sponge Clathria gombawuiensis, has been achieved. Highlights of the convergent synthesis feature a disulfide bond forming cascade to close the 17-membered macrocycle and a selenoazidylation procedure to access the unusual para-hydroxystyrlyamide (pHSA) moiety. The synthesis required 18 steps, 11 steps in its longest linear sequence, and proceeded in 9.1% overall yield. This work will facilitate the study of the biological effects of Gombamide A and provide groundwork to explore the structure-activity relationship around this rare natural product.

Synthesis and biological activity of acylated and telomerized peptides as potential HIV-fixation inhibitors

In order to inhibit the gp 120-CD4 glycoprotein interaction, a key step of the HIV-infection, we have synthesized a series of N-acylated peptides containing sequences identified in both the viral and lymphocytic proteins, (SDFR, SDAR, RFDSAARFDS, DRADSRRS, PSKLNDRADSRRSLWD, ASTTTNYT). An hydrophobic moiety (capryloyl, palmitoyl acrylamidoundecanoyl) was introduced in the last step of interative synthesis, in homogeneous or solid phase. The acryloyl-containing compounds were then telomerized under UV irradiation (DPn observed: 2 to 6). The biological evaluation shown an antiviral effect in vitro for telomerized peptides containing amino diacids such as Glu and Asp.