65559-51-5

Basic information

• Product Name: Glycine, N-L-phenylalanyl-, methyl ester
• CAS NO: 65559-51-5
• Molecular Formula: C12H16N2O3
• Molecular Weight: 236.271
• Mol File: 65559-51-5.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Glycine, N-L-phenylalanyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-L-phenylalanyl-, methyl ester(65559-51-5)
• EPA Substance Registry System: Glycine, N-L-phenylalanyl-, methyl ester(65559-51-5)

Safety Data

• Hazardous Substances Data: 65559-51-5(Hazardous Substances Data)

Upstream product

• 7625-57-2 methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate 
• 51165-20-9 Z(OMe)-Phe-Gly-OMe 
• 1161-13-3 N-Cbz-L-Phe 
• 3397-32-8 N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 1426327-18-5 C₆₈H₁₁₈N₂O₇ 
• 63-91-2 L-phenylalanine 
• 1316293-48-7 methyl 2-(2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylpropanamido)acetate 
• 35661-40-6 N-Fmoc L-Phe 

Downstream Products

• 112372-40-4 Boc-Gln-Phe-Gly-OMe 
• 138891-24-4 Z(OMe)-D-Met-Phe-Gly-OMe 
• 65279-14-3 Benzyloxycarbonyl-L-leucyl-L-phenylalanyl-glycine methyl ester 
• 5037-75-2 cyclo(Gly-Phe) 
• 1098101-21-3 tert-butyloxycarbonyl-valyl-tyrosyl-phenylalanyl-glycine methyl ester 
• 1108208-41-8 (S)-methyl-2-(2-(cyanomethylamino)3-phenyl propanamido)acetate 
• 51165-32-3 Cbz-Phe-Phe-Gly-OMe 
• 5037-75-2 cyclo-/glycyl-L-phenylalanyl/ 
• 113807-28-6 N-Boc-D-alanyl-L-phenylalanyl-glycine methyl ester 

Relevant articles and documents

Pd-Catalysed oxidative carbonylation of α-amino amides to hydantoins under mild conditions

The first example of palladium-catalysed oxidative carbonylation of unprotected α-amino amides to hydantoins is described here. The selective synthesis of the target compounds was achieved under mild conditions (1 atm of CO), without ligands and bases. The catalytic system overrode the common reaction pathway that usually leads instead to the formation of symmetrical ureas.

Engineered Substrate for Cyclooxygenase-2: A Pentapeptide Isoconformational to Arachidonic Acid for Managing Inflammation

Beyond the conventional mode of working of anti-inflammatory agents through enzyme inhibition, herein, COX-2 was provided with an alternate substrate. A proline-centered pentapeptide isoconformational to arachidonic acid, which exhibited appreciable selectivity for COX-2, overcoming acetic acid- and formalin-induced pain in rats to almost 80%, was treated as a substrate by the enzyme. Remarkably, COX-2 metabolized the pentapeptide into small fragments consisting mainly of di- and tripeptides that ensured the safe breakdown of the peptide under in vivo conditions. The kinetic parameter Kcat/Km for COX-2-mediated metabolism of the peptide (6.3 × 105 M-1 s-1) was quite similar to 9.5 × 105 M-1 s-1 for arachidonic acid. Evidenced by the molecular dynamic studies and the use of Y385F COX-2, it was observed that the breakage of the pentapeptide has probably been taken place through H-bond activation of the peptide bond by the side chains of Y385 and S530.

Synthesis and biological evaluation of novel FK228 analogues as potential isoform selective HDAC inhibitors

Novel C4- and C7-modified FK228 analogues were efficiently synthesized in a highly convergent and unified manner. This synthesis features the amide condensation of glycine-d-cysteine-containing segments with d-valine-containing segments for the direct assembly of the corresponding seco-acids, which are key precursors of macrolactones. The HDAC inhibition assay and cell-growth inhibition analysis of the synthesized analogues revealed novel aspects of their structure-activity relationship. This study demonstrated that simple modification at the C4 and C7 side chains in FK228 is effective for improving both HDAC inhibitory activity and isoform selectivity; moreover, potent and highly isoform-selective class I HDAC1 inhibitors were identified.