10439-85-7

Basic information

• Product Name: N-(benzyloxycarbonyl)-L-prolyl-L-O-tyrosine methyl ester
• Synonyms: N-(benzyloxycarbonyl)-L-prolyl-L-O-tyrosine methyl ester
• CAS NO: 10439-85-7
• Molecular Weight: 426.469
• Mol File: 10439-85-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-(benzyloxycarbonyl)-L-prolyl-L-O-tyrosine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(benzyloxycarbonyl)-L-prolyl-L-O-tyrosine methyl ester(10439-85-7)
• EPA Substance Registry System: N-(benzyloxycarbonyl)-L-prolyl-L-O-tyrosine methyl ester(10439-85-7)

Safety Data

• Hazardous Substances Data: 10439-85-7(Hazardous Substances Data)

Upstream product

• 3417-91-2 L-tyrosine methyl ester HCl 
• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 1080-06-4 L-Tyr-OMe 

Downstream Products

• 77738-65-9 Z-(OMe)-Asn-Pro-Tyr-NHNH₂ 
• 425388-80-3 L-prolyl-L-O-(1-pyrrolidinylcarbonyl)tyrosine methyl ester 
• 77738-64-8 Z-(OMe)-Asn-Pro-Tyr-OMe 

Relevant articles and documents

Tandem deprotection/coupling for peptide synthesis in water at room temperature

A tandem deprotection/coupling sequence is reported for solution-phase peptide synthesis in water under micellar catalysis conditions using the designer surfactant TPGS-750-M. Cbz deprotection followed by peptide coupling in the presence of COMU and 2,6-lutidine afforded polypeptides containing up to 10 amino acid residues. A broad scope characterizes this new technology. No epimerization has been detected. The associated E Factors, as a measure of "greenness" and known to be extremely high for peptide couplings, have been reduced to less than 10 due to the step-economy and minimal amounts of organic solvent needed for product extraction.

The discovery of small molecule carbamates as potent dual α4β1/α4β7 integrin antagonists

The α4β1 and α4β7 integrins are implicated in several inflammatory disease states. Systematic SAR studies of an α4β1-specific arylsulfonyl-Pro-Tyr lead led to the identification of a new α4β7 binding site, best captured by O-carbamates of Tyr for this structural class. Several compounds showed a 200- to 400-fold improvement in α4β7 binding affinity while maintaining subnanomolar α4β1 activity, for example 2l, VCAM-Ig α4β1 IC50=0.13 nM, VCAM-Ig α4β7 IC50=1.92 nM.